Holiday Rentals in South Strafford

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Check prices for these dates

Our top choices for South Strafford holiday rentals

1. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (16 reviews)
"Our stay in this tiny home was perfect! Very cozy and private. The host was very responsive and everything was exactly as described."
United States
Kat V.
The price is €259
includes taxes & fees
1 Dec - 2 Dec
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

2. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (22 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is €221
includes taxes & fees
30 Nov - 1 Dec
Addie's Place: A Quiet and Quirky Guesthouse

3. 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
9.2 out of 10, Wonderful, (9 reviews)
"Plenty of room beautiful view"
United States
Anthony A.
The price is €456
includes taxes & fees
11 Nov - 12 Nov
180-degree panoramic views of Vermont's mountains from the living room and Deck

4. Private Oasis Under 10 Mins from Woodstock

Private Oasis Under 10 Mins from Woodstock
Pomfret
9.8 out of 10, Exceptional, (6 reviews)
"Great location and views "
United States
Steve L.
The price is €332
includes taxes & fees
12 Nov - 13 Nov
Private Oasis Under 10 Mins from Woodstock

5. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Hartford
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and well appointed abode - super cozy!"
United States
Nina S.
The price is €780
includes taxes & fees
11 Nov - 12 Nov
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

6. 150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Bethel
9.6 out of 10, Exceptional, (4 reviews)
"5 bedrooms with only 2.5 baths but beautiful!"
United States
Jamie R.
The price is €1,180
includes taxes & fees
11 Nov - 12 Nov
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

7. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (52 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
The price is €217
includes taxes & fees
11 Nov - 12 Nov
Secluded retreat in the trees

8. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
The price is €626
includes taxes & fees
17 Nov - 18 Nov
Authentic farmhouse for those who love cozy, quirky, historical imperfection

9. The Willard House | Large Vermont Retreat | Hot Tub + Game Room

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
The price is €684
includes taxes & fees
16 Nov - 17 Nov
The Willard House | Large Vermont Retreat | Hot Tub + Game Room

10. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (2 reviews)
"Views amazing and so cool"
United States
Benjamin F.
The price is €257
includes taxes & fees
11 Nov - 12 Nov
Charming TREEHOUSE in remote location

11. The Shaker Cottage on Lake Mascoma

The Shaker Cottage on Lake Mascoma
Enfield
The price is €386
includes taxes & fees
15 Nov - 16 Nov
The Shaker Cottage on Lake Mascoma

12. Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (7 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is €405
includes taxes & fees
11 Nov - 12 Nov
Gnome Home Mountain Ski Chalet w/Sauna Killington
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.

Find holiday rentals that suit your style

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Find out more about South Strafford

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

South Strafford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Strafford. 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 South Strafford 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 South Strafford holiday rentals we have selected for you start as low as €217 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Strafford rentals

At Expedia, we put the best South Strafford 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 South Strafford 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 South Strafford 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 South Strafford. 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

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?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: This holiday home rental outside of South Strafford offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Connecticut River Birding Trail. In the wider area, you’ll find Clover Hill Wildlife Management Area and Lake Fairlee.

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.