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Stafford Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Stafford holiday rentals

A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

1. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (24 reviews)
"The place was unique and cozy. The hosts were very friendly and our stay was great"
United States
Stacy
The price is AU$383
includes taxes & fees
22 Nov - 23 Nov
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A wooden cabin with a glass upper floor, surrounded by a forest.

2. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (39 reviews)
"Excellent location for a quiet and relaxing getaway. The cabin was clean and well outfitted. Our host greeted us, talked about the history of the property, kayaking around the lake was great, such a good idea for an old youth camp with so much potential. We’ll definitely be returning for another stay"
United States
Zachary C.
The price is AU$357
includes taxes & fees
14 Nov - 15 Nov
Dove Cabin up in the Trees
A white building with a porch and a stone border.

3. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is AU$495
includes taxes & fees
16 Nov - 17 Nov
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A wooden cabin with a balcony and stairs, surrounded by trees.

4. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful treehouse with everything you need. My kids loved picking blueberries and meeting the farm animals!"
United States
Lauren B.
The price is AU$428
includes taxes & fees
18 Nov - 19 Nov
Treehouse - Countryside - Farm Animals - Fire Pit
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

5. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is AU$288
includes taxes & fees
15 Nov - 16 Nov
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A two-story house with a porch, a flag, and potted plants.

6. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
Willington
9.4 out of 10, Exceptional, (3 reviews)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
The price is AU$222
includes taxes & fees
15 Nov - 16 Nov
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

7. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (40 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
Sleeps 15 • Pool • Retreat
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

8. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is AU$183
includes taxes & fees
15 Nov - 16 Nov
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A dining area with a high ceiling, skylights, and a view of the outdoors.

9. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AU$904
includes taxes & fees
15 Nov - 16 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

10. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (50 reviews)
"Very peaceful and beautiful area. Well needed relaxing time. Highly recommend! Also Host was exceptional and attentive."
United States
Melissa
The price is AU$484
includes taxes & fees
9 Dec - 10 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

11. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (56 reviews)
"Wonderful lake house with a short walk to the beach! Our family of 5 had a wonderful, very relaxing time here."
United States
Blithen D.
The price is AU$414
includes taxes & fees
1 Dec - 2 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

12. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (49 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is AU$437
includes taxes & fees
18 Nov - 19 Nov
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Property grounds

13. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
The price is AU$625
includes taxes & fees
16 Nov - 17 Nov
Lakefront Property with Scenic View - All Seasons!
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

14. 1 King Bed|Smoking, Micfridge

1 King Bed|Smoking, Micfridge
Enfield
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$114
includes taxes & fees
15 Nov - 16 Nov
1 King Bed|Smoking, Micfridge
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

15. Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is AU$1,065
includes taxes & fees
23 Nov - 24 Nov
Charming 3 bed/2 bath town home with gorgeous back yard
A lakeside cabin with a deck, a dock, and a small docked boat.

16. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveller
The price is AU$683
includes taxes & fees
16 Nov - 17 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A two-story house with a front porch, stone steps, and a driveway.

17. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (9 reviews)
"Very convenient 2BD for a two night stay. Note that parking is on the street."
United States
Dan M.
The price is AU$252
includes taxes & fees
15 Nov - 16 Nov
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A kitchen with wooden shelves, a toaster, and a sink.

18. Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
East Windsor
9.6 out of 10, Exceptional, (29 reviews)
"The interior is exactly as the photos showed. Kudos to the interior design. The unit itself is on the 1st floor of a 2 story building, situated next to the street. The traffic slows down at night so one doesn't get bothered by the noise. We have a parking area right in front of the unit. We can hear the upstairs traffic but it's not constant. The bathroom is very small. The unit has low ceiling so it may not be suited for very tall people. It is a compact unit, but it has very thing we...
United States
Tom
The price is AU$243
includes taxes & fees
15 Nov - 16 Nov
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
A modern living room with a sofa, a coffee table, and a rug.

19. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
United States
Arthur
The price is AU$164
includes taxes & fees
16 Nov - 17 Nov
Entire guest suite in South Windsor, Connecticut
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

20. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (25 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
The price is AU$1,144
includes taxes & fees
16 Nov - 17 Nov
Lake House in Sturbridge w/All the Views!
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.
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Find holiday rentals that suit your style

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Top Stafford Hotel Reviews

A wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.
Trainmasters Inn

Trainmasters Inn

Trainmasters Inn
Palmer

10/10 Excellent

This inn is charming. There is a fantastic restaurant within walking distance and the innkeeper was fast and responsive when we needed more towels. I would greatly recommend this inn.
Australia
Ann
Reviewed May 21, 2026
Trainmasters Inn

Find out more about Stafford

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

Stafford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stafford. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stafford 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 Stafford holiday rentals we have selected for you start as low as AU$113 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stafford rentals

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

Yes, there are holiday rentals close to the most popular sights in Stafford, or you can select a more secluded option if you're looking for a relaxing stay.

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

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This holiday home rental outside of Stafford is located in a rural location, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Stafford?

Expedia has 3 holiday rentals for your stay in Stafford.

What can I see and do in Stafford?

Cultural attractions include Palace Theater and Artisans at Middle River, whereas Staffordville Beach and Breakneck Pond are a couple of picturesque spots to enjoy the outdoors. While here, Stafford Motor Speedway and Bigelow Hollow State Park are other places worth a visit.

What are holiday rentals like in Stafford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stafford. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.