A cemetery with neatly trimmed topiary trees and stone headstones.

Search Holiday Rentals in Painswick

Dates

November 2026

December 2026

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Our top choices for Painswick holiday rentals

A hillside view with a glass conservatory, outdoor seating, and a stone staircase.

1. Under Catswood

Stroud

includes taxes & fees

12 Nov - 13 Nov

A stone building with a wooden pergola and outdoor seating area.

2. Hammonds Farmhouse

Stroud

includes taxes & fees

1 Dec - 2 Dec

A large stone building with multiple windows and a prominent tower.

3. Old Fleece Apartments

Stroud

Charlotte

includes taxes & fees

15 Nov - 16 Nov

A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

4. The Coach House and The Stable

Stroud

Tania

includes taxes & fees

15 Nov - 16 Nov

A stone building with a wooden door, a window, and a small garden area with a table and chairs.

5. Chapel Cottage

Stonehouse

includes taxes & fees

16 Nov - 17 Nov

A hotel room with a bed, a sofa, a small table, a chair, a desk, a lamp, a picture on the wall, and a window with blinds.

6. The Cozy Apartment

Gloucester

Matt

includes taxes & fees

9 Nov - 10 Nov

A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

7. The Judges Lodgings Boutique Hotel

Gloucester

Andrew

includes taxes & fees

15 Nov - 16 Nov

A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

8. Strozzi Palace Suites by Mansley

Cheltenham

Roy

includes taxes & fees

16 Nov - 17 Nov

A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

9. Crescent Place by Mansley

Cheltenham

Simon

includes taxes & fees

6 Dec - 7 Dec

A living room with a fireplace, a chandelier, a dining area, and a kitchen in the background.

10. Portland Apartments

Cheltenham

Helen

includes taxes & fees

23 Nov - 24 Nov

A compact living space with a kitchenette, two sofas, a dining table, and a small garden view.

11. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Gloucester

Richard

includes taxes & fees

6 Dec - 7 Dec

A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

12. 21 Montpellier Terrace

The Suffolks

Tarun

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a large bed, a checkered armchair, a decorative wall panel, and a window.

13. Grigshot Apartment

Stroud

Gregory

includes taxes & fees

15 Nov - 16 Nov

A brick building with a narrow hallway and a door leading outside.

14. Modern Studio Appartment

Cheltenham

KATIA

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a symmetrical facade, a central entrance with a wooden door, and two potted trees in front.

15. Chapel House

Stonehouse

includes taxes & fees

14 Nov - 15 Nov

A narrow alleyway with brick buildings, a covered walkway, and a bench.

16. Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Cheltenham

Mr D

includes taxes & fees

14 Nov - 15 Nov

17. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Cheltenham

heiyu

includes taxes & fees

21 Nov - 22 Nov

18. Relaxing Retreat in Cheltenham

Cheltenham

Wilbert M.

includes taxes & fees

10 Nov - 11 Nov

A neatly made bed with a quilted headboard, two bedside tables with lamps, and a wardrobe to the right.

19. Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

Cirencester

Cheri L.

includes taxes & fees

9 Nov - 10 Nov

A living room with a TV, sofa, armchair, and a fireplace.

20. Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants

Malmesbury

james c.

includes taxes & fees

10 Nov - 11 Nov

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Find holiday rentals that suit your style

Top Painswick Hotel Reviews

A wooden dining table with a bottle of champagne, a glass of white wine, a plate with food, and a vase with flowers.

The Falcon Painswick

Stroud

10/10 Excellent

Anthony

A stone building with a sign reading "The Bell" and flower baskets on the windowsills.

The Bell Inn

Stroud

10/10 Excellent

Chris

A table set for a tea service with a tiered stand holding pastries and sandwiches, a bottle of wine, and tea cups.

Burleigh Court

Stroud

10/10 Excellent

Anonymous traveller

A stone building with ivy-covered walls and multiple windows, likely a hotel or historic building.

Hatton Court

Gloucester

10/10 Excellent

David

The Colesbourne Inn

Cheltenham

10/10 Excellent

I don't normally use superlatives but for this place I am prepared to make an exception. We stayed for two nights and from start to finish it was an excellent experience. The welcome was warm. All the staff were friendly and helpful. The place was spotless - both the room and the common areas.The food was superb, the menu creative and the table service friendly and timely without being intrusive. Portion size was good too. Throughout our stay we were struck by the attention to detail. All the...

Paul

A stone building with multiple windows and a signboard, likely a hotel or inn, with a well-maintained lawn and a paved driveway.

The Royal George Birdlip by Greene King Inns

Gloucester

10/10 Excellent

Michael

A cozy living room with a fireplace, plaid carpet, leather sofas, and a dining area with wooden furniture.

Thames Head Inn

Cirencester

10/10 Excellent

Rachel

Mercure Gloucester Bowden Hall Hotel

Gloucester

10/10 Excellent

David

An outdoor patio area with wicker furniture, stone walls, and string lights.

Wild Thyme & Honey

Cirencester

10/10 Excellent

Rebecca

A large, stone building with multiple windows and a prominent entrance.

Hare And Hounds Hotel

Tetbury

10/10 Excellent

Susan

A hotel room with a bed, two chairs, a desk, a mirror, a television, and a window.

The Edward Hotel

Gloucester

10/10 Excellent

TwoP

Find out more about Painswick

Everything you need to know about Painswick 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 Painswick 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 Painswick holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Painswick holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Painswick. 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 Painswick 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 Painswick holiday rentals we have selected for you start as low as £69 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Painswick rentals

At Expedia, we put the best Painswick 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 Painswick 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 Painswick 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 Painswick. 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 Painswick?

Yes, there are holiday rentals close to the most popular sights in Painswick, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Painswick. Make sure you have time to check out the churches while you're in the area.

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

The Chairman's Retreat, Slad, The Cotswolds, Relax in the Countryside.: This highly rated holiday home rental in Painswick is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease 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 a garden and a selection of games.

How many holiday rentals will I find in Painswick?

With 19 Expedia holiday rentals, you're guaranteed to find just the right place for your Painswick stay.

What can I see and do in Painswick?

Explore the area and family-friendly sights such as Stroud Bowl, or get out into nature at a spot like Rococo Gardens. St Marys Painswick and St Mary’s Church are a couple of places you'll find in the wider area.

What are holiday rentals like in Painswick?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Painswick. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips or small group gatherings.

Search Holiday Rentals in Painswick

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Painswick holiday rentals

1. Under Catswood

2. Hammonds Farmhouse

3. Old Fleece Apartments

4. The Coach House and The Stable

5. Chapel Cottage

6. The Cozy Apartment

7. The Judges Lodgings Boutique Hotel

8. Strozzi Palace Suites by Mansley

9. Crescent Place by Mansley

10. Portland Apartments

11. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

12. 21 Montpellier Terrace

13. Grigshot Apartment

14. Modern Studio Appartment

15. Chapel House

16. Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

17. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

18. Relaxing Retreat in Cheltenham

19. Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

20. Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants

Find holiday rentals that suit your style

Top Painswick Hotel Reviews

The Falcon Painswick

10/10 Excellent

Find out more about Painswick

Painswick holiday rentals: An excellent choice for every season

How to find incredible deals on Painswick rentals

Frequently Asked Questions

Can I find a holiday rental in Painswick?

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

How many holiday rentals will I find in Painswick?

What can I see and do in Painswick?

What are holiday rentals like in Painswick?

Explore a world of travel with Expedia