South Strafford Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in South Strafford

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

Holiday Home in Orford

10.0 out of 10, Exceptional, (19)
"the hosts were lovely, the home was exactly as described and very clean and we loved it there. we’ll be back! "
United States
Jessica B.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Property grounds
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Holiday Home in Chelsea

2.0 star property
10.0 out of 10, Exceptional, (35)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is HK$933
HK$1,219 total
includes taxes & fees
27 Nov - 28 Nov
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Exterior
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Holiday Home in Woodstock

9.8 out of 10, Exceptional, (227)
"Lovely property. Peaceful and beautiful surroundings."
United States
Karen G.
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Exterior
Treehouse at Wise Pines- NoBo

Cabin in Woodstock

9.8 out of 10, Exceptional, (13)
"Unique settings. Loved the accommodations "
United States
Gabriela
The price is HK$1,166
HK$1,454 total
includes taxes & fees
2 Dec - 3 Dec
Treehouse at Wise Pines- NoBo
Smart TV, fireplace, DVD player, books
Cozy Bow House Perched in Trees w/ Hot Tub & View

Holiday Home in Fairlee

2.5 star property
10.0 out of 10, Exceptional, (6)
"Great Mountain views, especially from the hot tub. Open layout on each of the 3 floors with exposed woodwork of the unique “bow” house shape. Nice accommodations for a relaxing getaway, with a fenced in area for our dogs to explore. Short drive to great restaurants and amenities. Great communication from owners."
United States
Kyle C.
Cozy Bow House Perched in Trees w/ Hot Tub & View
Fridge, microwave, oven, stovetop
Amazing home on 90 acres - AC, fireplace & great mountain views

Cabin in 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
Property grounds
Treehouse at Wise Pines- SoBo

Cabin in 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 HK$1,166
HK$1,454 total
includes taxes & fees
1 Dec - 2 Dec
Treehouse at Wise Pines- SoBo
Smart TV, fireplace, books
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Holiday Home in Hartford

10.0 out of 10, Exceptional, (127)
"My sister and I stayed here while taking a two day class at King Arthur Baking School. The pictures don't even do it justice on how cute and well appointed the property is. The beds were very comfortable with nice linens and there were plenty of bath towels. The owners were always quick to respond to any question. We would definitely stay there again. "
United States
Stacy S.
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock
Property grounds
Off Grid Glamping Shed with River Access

Holiday Home in Randolph

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$455
HK$727 total
includes taxes & fees
28 Nov - 29 Nov
Off Grid Glamping Shed with River Access
Fridge, microwave, oven, stovetop
Walk to Trails & Village +Pets - Highland Cabin

Holiday Home in Woodstock

10.0 out of 10, Exceptional, (1)
"Loved this cabin! The attention to details inside is amazing. Close to everything in Woodstock. The jar of dog treats and Nespresso pods were a fantastic bonus. Very cozy! "
United States
Suzanne L.
Walk to Trails & Village +Pets - Highland Cabin
Fridge, microwave, oven, stovetop
Cozy end-unit dog-friendly condo w/ patio, balcony, board games, w/d, wifi, TVs

Condo in Quechee

10.0 out of 10, Exceptional, (2)
"Convenient location, well stocked to prepare meals and great for traveling with dogs."
United States
Betty F.
Cozy end-unit dog-friendly condo w/ patio, balcony, board games, w/d, wifi, TVs
Interior
180-degree panoramic views of Vermont's mountains from the living room and Deck

Holiday Home in Hartford

10.0 out of 10, Exceptional, (1)
"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$1,788
HK$3,673 total
includes taxes & fees
8 Dec - 9 Dec
180-degree panoramic views of Vermont's mountains from the living room and Deck
Property grounds
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths

Holiday Home in Bethel

10.0 out of 10, Exceptional, (64)
"Very cozy, warm and inviting. Beds were all comfortable. House is big enough to have your own space yet intimate enough for pool, and family game night. Highly recommend!"
United States
Christine F.
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Terrace/patio
Vermont life at Hill Top Gardens

Holiday Home in Hartland

10.0 out of 10, Exceptional, (40)
"More than expected......beautiful well taken care of home.. 5 great bedrooms....Vermont charm plus.....our host was welcoming and warmly greeted us....she instantly responded any questions....beautiful views . Plenty of space to explore"
United States
GLENN k.
Vermont life at Hill Top Gardens
Dining
Converted Carriage Barn - The Carriage House Unit1

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

Cottage in Hartford

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 Dec - 2 Dec
Addie's Place: A Quiet and Quirky Private Guesthouse
Interior
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Cabin in Quechee

8.2 out of 10, Very good, (20)
"Check that stove and washing machine work before booking"
United States
Delia O.
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Property grounds
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Cabin in Sharon

10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is HK$817
HK$2,030 total
includes taxes & fees
2 Dec - 3 Dec
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior
Premier Woodstock Village Riverfront Home

Holiday Home in Woodstock

10.0 out of 10, Exceptional, (3)
"We had a great stay. The house was more than enough but cozy at the same time. Great location and house manager was quick to respond and great to work with. Thank you for the memories. "
United States
Margarita K.
Premier Woodstock Village Riverfront Home
Exterior
Secluded retreat in the trees

Cabin in Roxbury

10.0 out of 10, Exceptional, (36)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is HK$980
HK$1,829 total
includes taxes & fees
30 Nov - 1 Dec
Secluded retreat in the trees
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 South Strafford Hotel Reviews

Six South St Hotel

Six South St Hotel

10/10 Excellent
"Carpet had large stain. Staff was ver helpful as I was coming from Dartmouth Hitchcock after surgery. "
Kelly 1-night trip
Posted 5 days ago
Six South St Hotel

Find out more about South Strafford

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

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Frequently asked questions

Are there holiday rentals in South Strafford?

Yes, there are holiday rentals close to the most popular sights in South Strafford, 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 South Strafford has to offer?

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake: This holiday home rental outside of South Strafford 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 can I see and do in South Strafford?

While exploring the area, visit family-friendly sights like Montshire Museum of Science, or get outside and enjoy nature at Lake Fairlee. In the wider area, you’ll find Clover Hill Wildlife Management Area and Post Mills Nature Area.

What’s a holiday rental in South Strafford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Strafford. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public 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 traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.