Photo by Mike Gauthier

Hartford Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Hartford holiday rentals

Interior
Addie's Place: A Quiet and Quirky Private Guesthouse

Cottage in Hartford

Addie's Place: A Quiet and Quirky Private Guesthouse
10.0 out of 10, Exceptional, (4)
"Perfect size and location! "
United States
Lyn H.
The price is HK$840
HK$1,582 total
includes taxes & fees
1 Jan - 2 Jan 2026
Addie's Place: A Quiet and Quirky Private Guesthouse
Dining
Private Trails, Stargazing & Cozy Fires

Cabin in Canaan

Private Trails, Stargazing & Cozy Fires
8.8 out of 10, Excellent, (15)
"Great place!"
United States
Alan A.
The price is HK$1,388
HK$2,540 total
includes taxes & fees
30 Dec - 31 Dec
Private Trails, Stargazing & Cozy Fires
Property grounds
Treehouse at Wise Pines- SoBo

Cabin in Woodstock

Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (24)
"I was on an adventure with my young daughter and was looking for something unique. This was perfect. The common building was beautiful and had a great bathroom and other amenities if needed."
United States
scott b.
The price is HK$1,166
HK$1,454 total
includes taxes & fees
5 Jan - 6 Jan 2026
Treehouse at Wise Pines- SoBo
Property grounds
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Cabin in Sharon

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is HK$1,011
HK$2,247 total
includes taxes & fees
13 Jan - 14 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Beach
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Chalet in Plymouth

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is HK$1,568
HK$4,499 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Interior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cabin in Cavendish

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
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 HK$1,936
HK$3,126 total
includes taxes & fees
6 Jan - 7 Jan 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Iron/ironing board, WiFi, bed sheets
Woodstock Studio | 10 Min to Killington

Apartment in Bridgewater

Woodstock Studio | 10 Min to Killington
10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is HK$1,159
HK$2,169 total
includes taxes & fees
12 Jan - 13 Jan 2026
Woodstock Studio | 10 Min to Killington
Interior
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Holiday Home in Pomfret

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
10.0 out of 10, Exceptional, (4)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is HK$1,555
HK$3,466 total
includes taxes & fees
29 Dec - 30 Dec
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Terrace/patio
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Holiday Home in Bridgewater

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is HK$1,602
HK$4,502 total
includes taxes & fees
13 Jan - 14 Jan 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Smart TV, fireplace
Charming Lakefront Cottage on Lake Mascoma

Holiday Home in Enfield

Charming Lakefront Cottage on Lake Mascoma
10.0 out of 10, Exceptional, (19)
"This is a beautiful lake house and it is super clean and the space is lovely and inviting. Lots to do in Hanover and surrounding Vermont towns - would absolutely stay with this host again!"
United States
Dian G.
Charming Lakefront Cottage on Lake Mascoma
Fridge, microwave, oven, stovetop
Terrific 3-bedroom cottage with AC in charming Cavendish

Cottage in Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
The price is HK$1,750
HK$4,685 total
includes taxes & fees
4 Jan - 5 Jan 2026
Terrific 3-bedroom cottage with AC in charming Cavendish
Exterior
Treehouse at Wise Pines- NoBo

Cabin in Woodstock

Treehouse at Wise Pines- NoBo
9.8 out of 10, Exceptional, (14)
"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 HK$1,166
HK$1,454 total
includes taxes & fees
5 Jan - 6 Jan 2026
Treehouse at Wise Pines- NoBo
Microwave, oven, stovetop, dishwasher
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

Cabin in Killington

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
10.0 out of 10, Exceptional, (1)
"Overall a great place. Beautiful location, tucked away from everything but still jist a few minutes from Killington base. Very clean and well-kept, everything we needed was there.Host communicated regularly and responded quickly.If you stay in winter, 4WD might be needed to get in and out without issue. And for the shorter route to and from Killington - its a very steep road.Beautiful interior, needs some age to feel warmer and homey, but good seating and open family room is great for...
United States
Jamie M.
The price is HK$9,720
HK$14,806 total
includes taxes & fees
5 Jan - 6 Jan 2026
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Interior
180-degree panoramic views of Vermont's mountains from the living room and Deck

Holiday Home in Hartford

180-degree panoramic views of Vermont's mountains from the living room and Deck
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 HK$2,061
HK$4,007 total
includes taxes & fees
6 Jan - 7 Jan 2026
180-degree panoramic views of Vermont's mountains from the living room and Deck
Fridge, microwave, oven, stovetop
Killington Area Home | Sleeps 8 | Game Room

Holiday Home in Bridgewater

Killington Area Home | Sleeps 8 | Game Room
9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is HK$3,079
HK$6,201 total
includes taxes & fees
14 Jan - 15 Jan 2026
Killington Area Home | Sleeps 8 | Game Room
Dining
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Apartment in Killington

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
9.0 out of 10, Wonderful, (7)
"Great room, plenty of amenities, close to restaurants and mountains"
United States
Daniel T.
The price is HK$1,240
HK$1,799 total
includes taxes & fees
11 Jan - 12 Jan 2026
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Smart TV, fireplace
Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Holiday Home in Bridgewater Corners

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola
10.0 out of 10, Exceptional, (4)
"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
Exterior detail
Ben & Jerry’s Studio | 10 Min to Killington

Apartment in Bridgewater

Ben & Jerry’s Studio | 10 Min to Killington
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is HK$848
HK$1,777 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ben & Jerry’s Studio | 10 Min to Killington
Interior
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cabin in Cavendish

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (32)
"We really enjoyed our stay. Beautiful cabins with plenty of space for the two of us. Nice treats when we arrived! Very good communication with our host. And very private. We really enjoyed the hot tub!"
United States
Wayne U.
The price is HK$1,936
HK$3,126 total
includes taxes & fees
6 Jan - 7 Jan 2026
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Interior
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cabin in Cavendish

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (12)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
The price is HK$1,952
HK$3,126 total
includes taxes & fees
12 Jan - 13 Jan 2026
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

10/10 Excellent
"Smooth check-in and clean room "
Gwen 1-night trip
Posted 3 days ago
Hilton Garden Inn Hanover Lebanon

Find out more about Hartford

Search for holiday rentals in Hartford on Expedia! You can easily find your home rentals, villas, holiday apartments in Hartford using one of the methods below:

  • View our selection of featured holiday rentals in Hartford
  • Use the map to find apartments and other holiday homes in the Hartford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hartford while they last

Look no further and take a look at our great range of rental properties in Hartford!

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?

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock: This holiday home rental outside of Hartford is located on a river, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Hartford?

Cultural attractions include Main Street Museum and Briggs Opera House, 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.