Search Vacation Homes in South Woodstock

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

25 Rab. II - 27 Rab. II

In two weeks

2 Jum. I - 4 Jum. I

In one month

16 Jum. I - 18 Jum. I

In two months

13 Jum. II - 15 Jum. II

Compare 55 Vacation Homes in South Woodstock with updated reviews, rates, and availability.

"This is our second time staying in this home. It’s nestled right on the lake and is perfect. It is stocked with everything you need, they did not skip a beat. Easy check in and check out process. Loved the gifts they left for us, always a nice touch."

"A very nice, clean, spacious New England home. The owner of the property was very easy to communicate with. We live in Florida but my wife and I are originally from the area. We went to visit family but knew we needed to find accomodations for our family of 5. The house was perfect and if it is available the next time we visit we'll definitely be staying there. "

"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"

"Highly recommend for a peaceful location that offers everything you need to feel at home. "

SAR 1,071 total

includes taxes & fees

22 Apr - 23 Apr

"The property is beautiful and exactly as pictured. So much to do and such a lovely location on the lake. I wish we had been here in summer, it’s got to be spectacular. Hot tub was well cared for. Snow removal was good. Beds were comfy. Lots of dishes pots and pans. Does not include cooking supplies like oil or seasonings or cooking spray, just fyi. Awesome that we didn’t have to strip beds! Here are some notes that impacted our stay:Not thoroughly cleaned - dirty glass in one of the bedrooms,...

SAR 2,937 total

includes taxes & fees

20 Apr - 21 Apr

"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were very easy to communicate with and couldn’t have been easier to work with!"

SAR 2,275 total

includes taxes & fees

20 Apr - 21 Apr

"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "

SAR 1,046 total

includes taxes & fees

22 Apr - 23 Apr

"Came to visit family in CT"

"Amazing fun night at the Treehouse! Hubby & I enjoyed seeing the animals, walking the paths, and resting for a night before an OCR Expo and book signing.Can’t wait to bring our future grandbabies here!"

SAR 701 total

includes taxes & fees

26 Apr - 27 Apr

"Stayed here NYE because it was close to an event we were going to. Such a cute farm! Michael was a great host and was very friendly, responsive, and accommodating. He greeted us and took us to meet his sweet goats and sheep! The steampunk house was unique with surprises everywhere. Very happy with our stay!sweet"

SAR 679 total

includes taxes & fees

25 Apr - 26 Apr

"This was the best. I can't say anything bad about it. So much fun. "

Smart TV, fireplace, computer monitors, printers

"Perfect for what we needed"

"House was great, exactly as described and shown. If needed lodging while in the area, choose this rental."

SAR 1,452 total

includes taxes & fees

1 May - 2 May

"This property was perfect for our needs and the host was so accessible and accommodating! It’s a very lovely property with comfy beds and lots of outdoor space."

"The property was in great shape. Everything was as hoped for."

SAR 2,156 total

includes taxes & fees

18 Apr - 19 Apr

"Absolutely perfect. Gorgeous property, gorgeous house. Every amenity. All the little touches are amazing. It is a work of art. Appreciate the host and her attention to detail. She made us feel welcome. Could not have been better. Thank you so much."

"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "

"We were in Sturbridge for a wedding and wanted a place to enjoy the spectacular of a fall weekend in MA, this place had spectacular views and was clean to stay at"

"The Wizard Roost was a ton of fun. We had fun exploring the room’s hidden gems and the woodland trails. The room was cozy and though it was cold outside, the heat was warm and the blanket plenty warm. Wizard chess was a hoot. Be prepared to greet the goats and sheep, and to possible get poop on "

SAR 636 total

includes taxes & fees

19 Apr - 20 Apr