A large, two-story house with a gabled roof, surrounded by lush green trees and a stone wall.

Search Holiday Rentals in Middleton

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Dates

November 2026

December 2026

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Our top choices for Middleton holiday rentals

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

1. Crescent Suites Hotel

South Side

Kasandra

includes taxes & fees

5 Dec - 6 Dec

A modern kitchen with white cabinets, a central island, and a dining area with a glass table and black chairs.

2. Luxury and Modern Apt near Mall/ Hospital

Danvers

Sharla R.

includes taxes & fees

11 Nov - 12 Nov

A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

3. Global Luxury Suites Downtown Boston

Chinatown

Yelitza

includes taxes & fees

7 Dec - 8 Dec

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

4. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Joseph

includes taxes & fees

24 Nov - 25 Nov

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

5. Kasa Boston at Fenway

Fenway–Kenmore

antonio

includes taxes & fees

23 Nov - 24 Nov

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

6. The Chester Hotel

South End

Tracy

includes taxes & fees

11 Nov - 12 Nov

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

7. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

includes taxes & fees

7 Dec - 8 Dec

A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

8. Global Luxury Suites East Boston

East Boston

Erica

includes taxes & fees

6 Dec - 7 Dec

A modern kitchen with a large island, a flat-screen TV mounted above the island, and a dining area with a sofa and curtains.

9. 1880 updated Victorian 1st floor, water views. Book for Salem Christmas Tour!

Salem

Gregory

includes taxes & fees

2 Dec - 3 Dec

A statue of a figure in a cloak on a stone pedestal with a shield, surrounded by a fence and flowers, in front of a building with a sign that reads "Stepping Stone Inn".

10. Cozy Salem Getaway. Historic Home Near All the Sights

Salem

Mantas

includes taxes & fees

11 Nov - 12 Nov

A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

11. Re-listed: Adorable Condo Beverly - Salem - Halloween

Beverly

Christine L.

includes taxes & fees

11 Nov - 12 Nov

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

12. Premier Suites - Bay Village

Bay Village

Jaetaek

includes taxes & fees

23 Nov - 24 Nov

A wooden hallway with a patterned floor leading to a door.

13. Maverick Suites at 89 Marion

Coolidge Corner

Edna

includes taxes & fees

15 Nov - 16 Nov

A row of brick buildings with storefronts, including a bakery and a liquor store.

14. Maverick Suites at 245 Newbury St

Back Bay

Chloe

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

15. Temple Place Suites

Downtown Boston

James

includes taxes & fees

1 Dec - 2 Dec

A hallway with a welcome sign, a kitchen area with a counter and stools, and a patterned rug.

16. Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Billerica

Jonathan

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a central island, wooden flooring, and recessed ceiling lights.

17. Park & Play • Walk To Bars • Sleep in Luxury

Salem

Lindsay M.

includes taxes & fees

11 Nov - 12 Nov

A hallway with brick walls and a polished floor, leading to a door.

18. Enjoyable 2-bedroom lower level apartment in charming Lynn

Lynn

Rachael R.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sofa, a coffee table, and a TV on a stand. There is a kitchen in the background with a fridge and a microwave.

19. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Beverly

Corey W.

includes taxes & fees

11 Nov - 12 Nov

A modern hotel room with a bed, a desk, a sofa, and a dining area.

20. Charlesgate Suites

Fenway–Kenmore

Ana

includes taxes & fees

23 Nov - 24 Nov

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Find holiday rentals that suit your style

Top Middleton Hotel Reviews

An indoor swimming pool with clear views of the outdoors, sunlit ceiling, and lounge chairs.

DoubleTree by Hilton Boston North Shore

Danvers

10/10 Excellent

After reading some poor reviews of this hotel I was a bit worried but I have absolutely no complaints at all. Beds were comfy and clean. Room was maybe a little aged but clean and in good condition. We really enjoyed our stay. Used it as a base for Boston for the World Cup. Ubers or lyfts into the city were costing about $40-50 but prices possibly were inflated for the World Cup. And there are cheaper transport options if ur looking to get around on the train.

Andrea

A hotel with outdoor seating, fire pits, and a well-lit facade.

The Cove At Salem

Salem

10/10 Excellent

olivia

An outdoor patio area with wicker furniture, a fire pit, and string lights.

Hilton Garden Inn Tewksbury Andover

Tewksbury

10/10 Excellent

Neville

A hotel lobby with a dining area, orange seating, and a TV screen.

Sonesta Select Boston Danvers

Danvers

10/10 Excellent

Chose this location to venture into Boston, Salem, Rockport and Gloucester areas on honeymoon. No train but bus or Lyft/Uber to nearest station or into Salem was easy and between $10-$15. Handy to have shops like Target nearby plus various restaurants to eat at. Staff always friendly and welcoming. Large spacious room with fridge and microwave which was helpful. Enjoyed our stay and wouldn’t hesitate to book again

Emma

An outdoor seating area with wicker furniture and blue cushions, featuring a fire table and umbrellas.

Salem Waterfront Hotel & Suites

Salem

10/10 Excellent

Tina

A hotel room with a bed, bedside tables, a desk, a TV, and a wardrobe.

The Northshore Hotel - Boston/Danvers

Danvers

10/10 Excellent

Vanessa

A coastal scene with a sandy beach, rocky outcrops, and a lighthouse in the distance.

The Wylie Inn and Conference Center at Endicott College

Beverly

10/10 Excellent

Fola

Archer Hotel Boston/Burlington

Burlington

10/10 Excellent

Trevor

A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

Comfort Inn & Suites Logan International Airport

Revere

10/10 Excellent

Diane

A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.

avid hotel Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Libby

A modern lounge area with a central fire feature, seating arrangements, and decorative wall panels.

Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Christine

A spacious lobby with a central seating area, multiple levels, and a fountain.

Hilton Boston Logan Airport

East Boston

10/10 Excellent

Travelling on the early morning flight from Logan airport to the UK makes this a very useful place to stay the night before. The hotel is linked by the Sky Walkway to Terminals A and E (I was using Terminal E), so there's never any waiting around for a shuttle - you simply walk to the terminal under cover - useful exercise before sitting through a transatlantic flight ! The room was spacious and spotlessly clean, as was the bathroom. The only downside was trying to get a meal at the hotel's...

Barry

Find out more about Middleton

Everything you need to know about Middleton 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 Middleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, 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 Middleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. 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 Middleton 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 Middleton holiday rentals we have selected for you start as low as £110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton 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 Middleton 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 Middleton 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 Middleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Middleton?

Yes, there are holiday rentals in Middleton close to Water Park of New England, or you can select a more secluded option if you're looking for a relaxing stay. Middleton is known for its restaurants and theme park. Make sure you have time to check out the shopping and parks during your trip.

What are some of the best holiday rentals that Middleton has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday home rental outside of Middleton offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

What’s there to see and do in Middleton?

Ipswich River and Boxford State Forest are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Water Park of New England. In the wider area, you’ll find popular places such as Fenway Park and Encore Boston Harbor.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.

Search Holiday Rentals in Middleton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middleton holiday rentals

1. Crescent Suites Hotel

2. Luxury and Modern Apt near Mall/ Hospital

3. Global Luxury Suites Downtown Boston

4. Marriott Vacation Club® at Custom House, Boston

5. Kasa Boston at Fenway

6. The Chester Hotel

7. Maverick Suites at 28 Fenway

8. Global Luxury Suites East Boston

9. 1880 updated Victorian 1st floor, water views. Book for Salem Christmas Tour!

10. Cozy Salem Getaway. Historic Home Near All the Sights

11. Re-listed: Adorable Condo Beverly - Salem - Halloween

12. Premier Suites - Bay Village

13. Maverick Suites at 89 Marion

14. Maverick Suites at 245 Newbury St

15. Temple Place Suites

16. Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

17. Park & Play • Walk To Bars • Sleep in Luxury

18. Enjoyable 2-bedroom lower level apartment in charming Lynn

19. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

20. Charlesgate Suites

Find holiday rentals that suit your style

Top Middleton Hotel Reviews

DoubleTree by Hilton Boston North Shore

10/10 Excellent

Find out more about Middleton

Middleton holiday rentals: An excellent choice for every season

How to find incredible deals on Middleton rentals

Frequently Asked Questions

Can I find a holiday rental in Middleton?

What are some of the best holiday rentals that Middleton has to offer?

What’s there to see and do in Middleton?

What’s a holiday rental in Middleton like?