Holiday rentals in Woodstock

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

Jo-AnnRating, 5 stars6 months ago

This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

4.94 out of 5 average rating, 169 reviews

Apartment in Intervale

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars6 months ago

We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!

5 out of 5 average rating, 18 reviews

Cabin in Fryeburg

The Bellemark | Lakefront Cabin + Amazing Views!

TiffanyRating, 5 stars6 months ago

This was a beautiful spot. We loved the little table in the living room, which was filled with games and infant toys. There were outlet covers and reasonably kid proofed so we could let our baby crawl around. The view was beautiful, rooms were clean, and the space was nicely decorated. There were kayaks, fire wood, a wood burning fire place, and fire pit outside. We didn’t have much time, but if we’d spent a few days here, it would have been neat to take advantage. The view is definitely the selling point. Mountains surrounding a lake, boats every so often, miss coming up from the water. It was just a very nice little slice of mountainous Maine.

4.83 out of 5 average rating, 114 reviews

Home in Conway

A Large Vacation Home with hot tub, game room +

DeirdreRating, 5 stars2 months ago

Beautiful spacious home for a large group. Beds were very comfortable and we all had a great time in the game room and hot tub. Very convenient location. Note: there are very few kitchen basics- remember to pack trash bags, cleaning products, paper towels, plastic wrap, cooking oil, etc

4.98 out of 5 average rating, 54 reviews

Home in Jackson

The Sommet-Magical Views- Main house+Guest cottage

ChrisRating, 5 stars2 months ago

We loved the views at the Sommet. The house was spacious enough for all 6 of us without even spending much time in the guest house. We found the beds comfortable and the 3 bathrooms were helpful. The kitchen was pretty well stocked and we ended up eating in 5 out of 7 nights. The Uno, Jenga and Clue were big hits with the whole family. Thanks!

4.84 out of 5 average rating, 351 reviews

Home in Conway

Private In Village, HotTub, 1 bedroom, Fire Place

IsaacRating, 5 stars1 week ago

Perfect place for a weekend getaway for my wife and I. The house is comfortable and cozy to hang out at, we loved the fireplace in the living room and of course the hot tub! Quiet and secluded property while still only a 5-10 min walk to a ton of great shops/restaurants. We loved it!

5 out of 5 average rating, 6 reviews

Home in Harrison

2BR Lake House on Private Beach w/hot tub & sauna

JasonRating, 5 stars6 months ago

This is place is a gem. The lake is beautiful and the beach is very private. The house has a nice layout and is both spacious and cozy. This was our second year staying here and we plan to come back again! Dina is very responsive and great to work with.

4.85 out of 5 average rating, 105 reviews

Townhouse in Bartlett

Spacious Family Vaca Storyland*Saco*Close to all!

JoanneRating, 5 stars2 months ago

Great place to stay. The basement space for the kids is great, they each had their own bedroom but could hang in the common space. Golden Tee was a HIT! Centrally loacated to multiple ski mountains. Plenty of room to spread out and get comfortable!

Holiday rentals for every style

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Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodation and amenities

Popular amenities for Woodstock holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Woodstock's top sights

Mt Abram Family Resort75 locals recommend

The Local Hub51 locals recommend

Maggie's Nature Park21 locals recommend

Bucks and Lapham Ledges Hiking Trail10 locals recommend

Breau's Too6 locals recommend

Dig Maine Gems6 locals recommend

Other great holiday rentals in Woodstock

5 out of 5 average rating, 15 reviews

Home in Greenwood

Cozy Greenwood Condo!

AnnieRating, 5 stars1 month ago

This condo, conveniently on the ground floor, and was clean and inviting. The wood stove provided warmth and ambiance. The furnishings included a modern well appointed coffee bar, ski themed decorations and two comfortable couches to gather around the wood stove after a day outside of adventuring. There was a mud room for outdoor clothing and boots and the bed was comfortable. The artwork in the bedroom is a fun ski-themed print. A lovely ski weekend.

5 out of 5 average rating, 6 reviews

Home in Harpswell

The Hideaway, In Harpswell Maine

NikkiRating, 5 stars6 months ago

We had a great long weekend at The Hideaway! The house was clean and very comfortable for 5 adults. There is a fire pit in the backyard, but plan ahead for firewood as the closest market does not sell it (we found some at Zach's Country Store in Brunswick). It's a great location with beautiful views and great restaurants nearby. We would definitely stay here again!

5 out of 5 average rating, 22 reviews

Flat in Bartlett

Large Family Apartment

KarenRating, 5 stars1 month ago

Kevin's place was great! Very clean, comfortable and in good area as we stayed for a week of skiing. Easy to get to Attitash ski resort and quick drive to Wildcat Mountain. Kevin was easy to communicate with and would return again next year for sure!

4.97 out of 5 average rating, 63 reviews

Home in Gray

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars3 months ago

The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.

4.92 out of 5 average rating, 179 reviews

Cabin in Bartlett

Mountain View Retreat, Near skiing, shopping

JaimeRating, 5 stars3 months ago

We absolutely loved our stay! Plenty of room for 8 guests (and more!!) in a beautiful setting. There was many helpful amenities, like kitchen items, and plenty of towels. The location is perfectly centered to many popular things to do. James was always very responsive to questions left clear instructions. We highly recommend staying here and hope to do so again in the future.

4.96 out of 5 average rating, 24 reviews

Home in Madison

Brand new Mountain Side Family Retreat

BiancaRating, 5 stars4 months ago

The house is perfect for a family with privacy in each room with a beautiful view and with many activities to do.

4.75 out of 5 average rating, 20 reviews

Home in Otisfield

Log Cabin *15 acres*hunting* snowmobile*skiing

NinaRating, 5 stars3 months ago

great place for a group of friends to get away from the city ! hot tub was spacious, pool table was a great addition to the house, and the large property was awesome for exploring the woods. overall, 10/10 would definitely come back !! only downside, there were only 11 forks for 12 guests !