Title: Holiday Rentals Chesterfield from £140: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Chesterfield](https://expedia.co.uk/Chesterfield-Hotels.d89029.Travel-Guide-Hotels)[Chesterfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterfield.d89029.Car-Hire-Guide)[Chesterfield Holidays](https://expedia.co.uk/Chesterfield.d89029.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=89029&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=89029&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [3 Jul - 5 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=89029&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [31 Jul - 2 Aug](https://www.expedia.co.uk/Hotel-Search?regionId=89029&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield holiday rentals ![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/01ff54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/c8db5a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/512b2604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/d695e72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely 2nd Floor Apartment [](https://www.expedia.co.uk/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information) Greenfield 10/10 Exceptional (52 reviews) "Very clean, cozy and lots of nice plants! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £155 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/4626de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/e3cded0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/b2f467ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/e43c1750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Creation Station is a cozy place so make yourself at home. [](https://www.expedia.co.uk/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information) Easthampton Ma. 10/10 Exceptional (75 reviews) "An amazing location with the most friendly host! My mom, dog and i absolutely enjoyed this spot. Perfect for a fall get away and would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly Z. £207 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/3219fa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/dead818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/219f247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/1b404b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Holyoke with 3 bedrooms [](https://www.expedia.co.uk/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information) Holyoke 9.8/10 Exceptional (16 reviews) "The house was lovely and clean and the location was very convenient for us. We would stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer S. £278 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/4d1d83e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/6767fc12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/6d6cf781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/7a0cf170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires [](https://www.expedia.co.uk/Greenfield-Hotels-Charming-Country-Chic-1BR-In-Greenfield-King-Bed.h120530639.Hotel-Information) Greenfield 9.6/10 Exceptional (8 reviews) "Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew R. £183 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Greenfield-Hotels-Charming-Country-Chic-1BR-In-Greenfield-King-Bed.h120530639.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/a9c97878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/306f1d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/387efe60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/4e77933c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley [](https://www.expedia.co.uk/Amherst-Hotels-Kimball-Upstairs-Private-Elegant-2-Bedroom-Close-To-Everything-In-The-Valley.h18763507.Hotel-Information) Amherst 9.8/10 Exceptional (111 reviews) "Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill K. £147 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Amherst-Hotels-Kimball-Upstairs-Private-Elegant-2-Bedroom-Close-To-Everything-In-The-Valley.h18763507.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/d5a3643f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/9fd49d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/e597dbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/4b576c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse with Pool Table - Renovated w/ King Bed [](https://www.expedia.co.uk/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information) Chicopee 10/10 Exceptional (12 reviews) "The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt G. £252 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/w4000h2662x0y5-f1ed56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/669a10ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere [](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) Hinsdale 9.8/10 Exceptional (36 reviews) "Amazing, peaceful, immaculately clean property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cec C. £320 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/2e0581f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/c729995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a133e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires! [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) Sherwood Forest 10/10 Exceptional (5 reviews) "We loved it! Lots of local hiking trails and a wonderful relaxing place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon K. £282 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/807b3960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/22ef1826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/8425e45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) Sherwood Forest 9.8/10 Exceptional (14 reviews) "Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew F. £291 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/c273eae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/259a2154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/e570bb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/b8fc4795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light-filled treetop apartment close to downtown Greenfield and Highland Park [](https://www.expedia.co.uk/Greenfield-Hotels-Light-Filled-Treetop-Apartment-Close-To-Downtown-Greenfield-And-Highland-Park.h127200284.Hotel-Information) Greenfield 10/10 Exceptional (1 review) "Pros: The apartment is beautiful. Lots of natural lights, sky windows, clean, bathtub has a jacuzzi, clean linens and very positive environment. Host is quick on responding and is super sweet. Privacy and lots of nature. You can literally be indoors and enjoy nature. Cons: not for people with bad knees as lots of stairs to reach to the apartment. For reference: I did not need it but there were no condiments except salt, no knife, no scissors, no laundry (this is mentioned in listing). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neha Maheshkumar £114 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Greenfield-Hotels-Light-Filled-Treetop-Apartment-Close-To-Downtown-Greenfield-And-Highland-Park.h127200284.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/9832d1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/6c18250e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/76bef906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/d986e55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Twin beds on 1st floor with En-suite bathroom. [](https://www.expedia.co.uk/Shelburne-Falls-Hotels-2-Twin-Beds-On-1st-Floor-With-En-Suite-Bathroom.h120039334.Hotel-Information) Shelburne Falls £139 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Shelburne-Falls-Hotels-2-Twin-Beds-On-1st-Floor-With-En-Suite-Bathroom.h120039334.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/af8c3db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/ca0b095a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/194b8d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/ad4dab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Chicopee Getaway [](https://www.expedia.co.uk/Chicopee-Hotels-Charming-Chicopee-Getaway.h110901825.Hotel-Information) Chicopee 7.6/10 Good (4 reviews) "We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara S. £205 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Chicopee-Hotels-Charming-Chicopee-Getaway.h110901825.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-eaf42504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/de234083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-a2b2976f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-f4e38333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### comfort, luxury, privacy [](https://www.expedia.co.uk/Amherst-Hotels-Comfort.h19860181.Hotel-Information) Amherst 9.8/10 Exceptional (73 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn L. £140 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Amherst-Hotels-Comfort.h19860181.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/7377fc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/2350af4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/0f27818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/b924c628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big farmhouse in the foothills of the Berkshires [](https://www.expedia.co.uk/Russell-Hotels-Big-Farmhouse-In-The-Foothills-Of-The-Berkshires.h19107245.Hotel-Information) Russell 10/10 Exceptional (144 reviews) "The house is absolutely charming and cozy. It was very clean as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda C. £254 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Russell-Hotels-Big-Farmhouse-In-The-Foothills-Of-The-Berkshires.h19107245.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/ded0f208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/6b7aa883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/33f72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/f2798a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Button's Modern Luxury Walkup Downtown Northampton [](https://www.expedia.co.uk/Northampton-Hotels-Buttons-Modern-Luxury-Walkup-Downtown-Northampton.h117659835.Hotel-Information) Northampton 10/10 Exceptional (2 reviews) "The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AMY £457 includes taxes & fees 22 Apr - 23 Apr [](https://www.expedia.co.uk/Northampton-Hotels-Buttons-Modern-Luxury-Walkup-Downtown-Northampton.h117659835.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/ae62138c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/f3ba6c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/3052fc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/b84ffea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom apartment in Chicopee [](https://www.expedia.co.uk/Chicopee-Hotels-Cozy-2-Bedroom-Apartment-In-Chicopee.h122413677.Hotel-Information) Chicopee 10/10 Exceptional (3 reviews) "nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher P. £162 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Chicopee-Hotels-Cozy-2-Bedroom-Apartment-In-Chicopee.h122413677.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/bd43511e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/e3d3cd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/6712b9ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/6ba55a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2-bedroom cottage on Robert Frost Trail [](https://www.expedia.co.uk/Amherst-Hotels-Beautiful-2-Bedroom-Cottage-On-Robert-Frost-Trail.h124273112.Hotel-Information) Amherst £244 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Amherst-Hotels-Beautiful-2-Bedroom-Cottage-On-Robert-Frost-Trail.h124273112.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/c077bee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/eb8c4f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/b4b598c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/212e023d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5BR w/ Hot Tub & Games [](https://www.expedia.co.uk/Colrain-Hotels-Spring-Escape.h37817199.Hotel-Information) Colrain 9.8/10 Exceptional (48 reviews) "Great house for family gatherings " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John Paul B. £484 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Colrain-Hotels-Spring-Escape.h37817199.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/c64df1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/a0875211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/12dc02ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/edf0cab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penthouse Apartment on Park Street [](https://www.expedia.co.uk/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information) Adams 9.6/10 Exceptional (14 reviews) "Clean property, easy check in, and the owner was super communicative. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. £211 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h599x0y41-cd278b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h490x0y96-4fcb5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/4e9408e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w508h683x258y0-18d1cb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bear Creek Cabin [](https://www.expedia.co.uk/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information) Charlemont 10/10 Exceptional (46 reviews) "The creek, fire pit, wood stove, and cozy vibes were just great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer F. £446 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®ionId=89029&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VILLA) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CABIN) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Holiday-Rentals.d89029.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Holiday-Rentals.d89029.Travel-Guide-HolidayRentals) ## Top Chesterfield Hotel Reviews ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "❤️" [](https://expedia.co.uk/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/143e42a0_y.jpg) ### The Ellery 10/10 Excellent "Close to the Smith campus and downtown Northampton. A great place to stay." [](https://expedia.co.uk/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Comfort Inn & Suites Hadley - Amherst](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/f0e51cc3_y.jpg) ### Comfort Inn & Suites Hadley - Amherst 10/10 Excellent "Excellent breakfast for a quick unexpected benefit" [](https://expedia.co.uk/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Hotel UMass](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/6c251969_y.jpg) ### Hotel UMass 10/10 Excellent "Everything is good." [](https://expedia.co.uk/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/28aa7de5_y.jpg) ### Quality Inn & Suites Northampton - Amherst 6/10 Okay "Staff were helpful and pleasant. We could not connect to Wi-Fi from out room. Cable channels did not include ESPN. " [](https://expedia.co.uk/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Love that place. Does need a little sprucing up. Staff great and accomodating " [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Motel 6 Chicopee, MA - Springfield](https://images.trvl-media.com/lodging/1000000/1000000/996200/996151/e70677eb_y.jpg) ### Motel 6 Chicopee, MA - Springfield 10/10 Excellent "Room was very comfortable " [](https://expedia.co.uk/Springfield-Hotels-Motel-6-Chicopee.h996151.Hotel-Information) ![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f7391fc0_y.jpg) ### Inn on Boltwood 10/10 Excellent "Rooms were lovely. Dinner was amazing, but be sure to male reservations!" [](https://expedia.co.uk/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information) ![Courtyard by Marriott Hadley Amherst](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/978d1151_y.jpg) ### Courtyard by Marriott Hadley Amherst 8/10 Good "Clean room. Friendly staff." [](https://expedia.co.uk/Springfield-Hotels-Courtyard-By-Marriott-Hadley-Amherst.h1658945.Hotel-Information) ## Find out more about Chesterfield **Everything you need to know about** **Chesterfield** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Chesterfield holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chesterfield holiday rentals we have selected for you start as low as £140 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chesterfield rentals** At Expedia, we put the best Chesterfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find holiday rentals in Chesterfield? ### What are some of the best holiday rentals that Chesterfield has to offer? ### What’s there to see and do in Chesterfield? ### What’s a holiday rental in Chesterfield like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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