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Hartford Holiday Rentals

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Our top choices for Hartford holiday rentals

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Orford
9.8 out of 10, Exceptional, (20)
"Very clean and perfect for our group. "
United States
Kimberly P.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock
Hartford
10.0 out of 10, Exceptional, (131)
"We had a wonderful stay at Quechee Hollow! The townhome had everything we needed and the setting was picturesque. The beds were super comfortable and the kitchen was fully equipped. After a long day of driving it was nice to sip wine in front of the fireplace and play backgammon. Convenient location. "
United States
Ginger H.
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (31)
"Very nice property. Full of extra touches (hot tub, virtual fireplace). I appreciated access to a laundry facility. Highly recommend this property."
United States
Julie C.
The price is AU$605
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
West Windsor
10.0 out of 10, Exceptional, (1)
"It was really great"
United States
Christopher W.
Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo
Woodstock
9.8 out of 10, Exceptional, (24)
"What a unique experience staying in a literal tree house. The bathroom shared with the other tree house was so wonderfully built as is the barn that it resides in. I only stayed one night and wished I stayed multiple nights. I will definitely consider staying here again for future MTB trips in the area! "
United States
Taku S.
The price is AU$285
includes taxes & fees
5 Jan - 6 Jan 2026
Treehouse at Wise Pines- SoBo

Nana's House

Nana's House
Bridgewater
10.0 out of 10, Exceptional, (48)
"Wonderful location. Cosy and well equipped house. "
United States
Natalia S.
Nana's House

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
Cavendish
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is AU$605
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

The Cabin that brings people together

The Cabin that brings people together
Bridgewater
9.6 out of 10, Exceptional, (82)
"This was our 3rd visit for an annual family reunion. Nice house with great space, and the yard is a great space to really spread out. The manager is very responsive and checks in periodically; they really want you to have a great stay. I highly recommend this vacation rental, and we’ll be back!"
United States
Peter L.
The Cabin that brings people together

Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo
Woodstock
9.8 out of 10, Exceptional, (13)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is AU$288
includes taxes & fees
22 Dec - 23 Dec
Treehouse at Wise Pines- NoBo

Modern Mt. Ascutney Cabin - Beautiful winter getaway

Modern Mt. Ascutney Cabin - Beautiful winter getaway
West Windsor
10.0 out of 10, Exceptional, (22)
"We had an amazing stay with our family and would love to be back!"
United States
Eric L.
Modern Mt. Ascutney Cabin - Beautiful winter getaway

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola
Bridgewater Corners
10.0 out of 10, Exceptional, (3)
"Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry"
United States
Sherry M.
Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Bridgewater
10.0 out of 10, Exceptional, (114)
"Clean and great location!"
United States
Alex P.
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

Vermont life at Hill Top Gardens

Vermont life at Hill Top Gardens
Hartland
10.0 out of 10, Exceptional, (40)
"Fantastic property, terrific hosts. We had a wonderful time!"
United States
Joyce G.
Vermont life at Hill Top Gardens

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Quechee
8.4 out of 10, Very good, (21)
"Very spacious, clean and comfortable. Lots of amenities. Would have liked to have known oven didn’t work and master bath needs some improvement but overall a great place to stay. "
United States
Andrea P.
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Amazing home on 90 acres - AC, fireplace & great mountain views

Amazing home on 90 acres - AC, fireplace & great mountain views
Quechee
9.0 out of 10, Wonderful, (45)
"It was in the woods but close to shops also. It was peaceful. We loved the covered screened in porch."
United States
Cherry H.
Amazing home on 90 acres - AC, fireplace & great mountain views

180-degree panoramic views of Vermont's mountains from the living room and Deck

180-degree panoramic views of Vermont's mountains from the living room and Deck
Hartford
8.0 out of 10, Very good, (2)
"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "
United States
Mary Anne C.
The price is AU$856
includes taxes & fees
6 Jan - 7 Jan 2026
180-degree panoramic views of Vermont's mountains from the living room and Deck

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Killington
9.8 out of 10, Exceptional, (28)
"Beautiful place."
United States
Christopher T.
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Converted Carriage Barn - The Carriage House Unit1

Converted Carriage Barn - The Carriage House Unit1
Hartford
9.6 out of 10, Exceptional, (24)
"Wonderful location just 5 miles from Woodstock center. Easy to find, very quiet, and a great house. Brilliant stars at night."
United States
Stephen
Converted Carriage Barn - The Carriage House Unit1

Ski-in/out, dog-friendly condo with prime location for skiing & hiking

Ski-in/out, dog-friendly condo with prime location for skiing & hiking
West Windsor
8.6 out of 10, Excellent, (9)
"Nice spot, cool house, tons of riding and hiking trails!"
United States
Chris B.
Ski-in/out, dog-friendly condo with prime location for skiing & hiking

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Woodstock
9.8 out of 10, Exceptional, (228)
"Lovely property. Peaceful and beautiful surroundings."
United States
Karen G.
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
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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Top Hartford Hotel Reviews

Find out more about Hartford

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

Hartford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hartford. 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 Hartford 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 Hartford holiday rentals we have selected for you start as low as AU$285 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hartford rentals

At Expedia, we put the best Hartford 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 Hartford 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 Hartford 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 Hartford. 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 holiday rentals in Hartford?

Yes, there are holiday rentals close to the most popular sights in Hartford, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront in Hartford. Make sure you have time to check out the live music and architecture during your trip.

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

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake: This holiday home rental outside of Hartford is located in the mountains, 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Hartford?

Cultural attractions include Briggs Opera House and Main Street Museum, whereas Connecticut River is one spot to enjoy nature. In the wider area, you’ll find New England Transportation Institute and Museum and Upper Valley Aquatic Center.

What’s a holiday rental in Hartford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hartford. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family getaway.