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Holiday home rentals in Connecticut River

Find and book unique holiday home rentals on Airbnb

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Popular amenities for holiday home rentals in Connecticut River

Family-friendly holiday home rentals

Holiday home in Moretown/Northfield
4.94 out of 5 average rating, 91 reviews

Three Covered Bridges Guesthouse 1 Bdrm Apartment

TimRating, 5 stars35 months ago
Nice stay, great to be near a fantastic general store with delicious sandwiches and the beautiful covered bridges.
Superhost
Holiday home in Hudson
4.86 out of 5 average rating, 134 reviews

Great top fl near cnter with sunroom and a view cc

BethanyRating, 5 stars2 weeks ago
We had a great stay, and the place is exactly as advertised. It was clean, beds were comfortable, and it was proximate to town. Only downside was the noise from being on a main road, but the window units helped drown out the noise.
Superhost
Holiday home in Seabrook
5 out of 5 average rating, 12 reviews

Spacious Seabrook Beach Home

EvanRating, 5 stars3 weeks ago
Brian’s house is a great place to stay for a larger group, the space is very spacious and comes fully stocked with everything you’d need. Location is close to the beach and offered great views.
Holiday home in Woodstock
4.67 out of 5 average rating, 15 reviews

Great townhouse at Alpine Village!

LaurieRating, 5 stars8 months ago
This was a great rental! The location is amazing--not only because of the proximity to town, but even within the complex--the deck overlooks trees and a little pond. It was quiet and peaceful. The mountain themed decor is perfect and the unit is open and spacious. The rental had all the necessary amenities and Maria is a great host! She responded super fast to questions and made sure I had everything I needed. Thank you Maria!
Guest favourite
Holiday home in Bethel
4.97 out of 5 average rating, 118 reviews

The Cape Ann Ranch

StephanRating, 5 stars1 month ago
Great location for our parents weekend at our daughter's school close by. Our stay was perfect. We wanted for nothing. Host was friendly and communicated well. The property was well maintained, quiet, and private. We definitely want to stay again soon. Very thankful for Barry for sharing and trusting us with his beautiful property.
Holiday home in Cairo
4.65 out of 5 average rating, 23 reviews

Chalet on the Hill

StephanieRating, 5 stars48 months ago
We had a lovely stay at Chalet on a Hill and Nadine was lovely to work with. House is very private with great views and close drive to Windham where dinner was recommended. The grocery store nearby has everything you need if you want to make the house feel like home for the weekend. We will certainly look to book again.
Superhost
Holiday home in Ludlow
4.75 out of 5 average rating, 84 reviews

Ludlow Big Family Fun Home

DerekRating, 5 stars3 months ago
Kelly was super responsive. The house was 5 minutes away from Okemo.
Guest favourite
Holiday home in Edgartown
5 out of 5 average rating, 10 reviews

Beautiful Martha's Vineyard Home

LaurenRating, 5 stars3 weeks ago
Originally from Boston, came to Martha’s Vineyard for a friends wedding. We had a wonderful time and are looking forward to booking again! Thank you!

Holiday home rentals with a patio

Top guest favourite
Holiday home in Montauk
4.99 out of 5 average rating, 95 reviews

2 BR apartment near ocean in Hither Hills

EugeneRating, 5 stars1 month ago
Great abode for a long weekend stay!
Superhost
Holiday home in South Glengarry
4.71 out of 5 average rating, 41 reviews

Skylight Waterfront home w/ amazing view/dock/boat

LyndaRating, 5 stars1 week ago
We were looking for a quiet place to take a 5-day break with our dog and we found this nice little cottage by the lake. It is located right on the lake shore with a little pier and 2 kayaks. It is possible to swim in the lake but at this time of year the water is still too cold. This place have everything we need for cooking, with a dog we didn't go to any restaurants. There is a lot of trails and parks to take our dog and enjoy nature. The Split Rock Alpaca farm is also not to far, they don't have a website but here's the address: 19152 County Rd 25, Apple Hill, ON K0C 1B0. It is close to Cornwall, if we needed to shop. I recommend this place if you are looking for a quiet vacation and enjoy what nature has to offer. The check-in was easy and Maria is always available if you have any questions. There is some books and board games for rainy days (yes it happens sometimes). We will definitely go back in the near future.
Guest favourite
Holiday home in Windham
5 out of 5 average rating, 73 reviews

Sebago Lakehouse: Hot Tub and Private Beach Access

LaurenRating, 5 stars3 weeks ago
Bonnie & Paul's Airbnb was perfect for my family! We stayed here for the week leading up to my wedding at Migis Lodge, and it was the perfect 'home base' in order to run errands and relax around the venue. The house was very roomy, clean, and well set-up for an Airbnb. The backyard, kitchen and living room were all great places for family to hang out. It was conveniently located to downtown Windham, and had great private access to Sebago Lake. Bonnie & Paul's communication was quick and clear, and their house guide book was ver helpful for our stay. Thank you!
Superhost
Holiday home in Acton
4.82 out of 5 average rating, 34 reviews

Updated waterfront 3bd/2ba on Balch Lake

NarunRating, 5 stars8 months ago
If you need to stay here, trust me you don’t feel like getting out of this place as there are a lot of things to do here. It’s close to nature and peaceful stay. Michelle was quite flexible and good when it comes to things getting done! We were a group of 12 and everyone loved the place! I would highly recommend this place!
Top guest favourite
Holiday home in Chatham
5 out of 5 average rating, 48 reviews

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

ThereseRating, 5 stars1 week ago
The apartment was beautifully decorated, including top of the line amenities. We were thrilled when we walked in to this cheerful spot. Fantastic location; walking distance to great shops and restaurants in Chatham. Lois was extremely responsive. We would definitely book this spacious apartment again. Highly recommend.
Top guest favourite
Holiday home in Stowe
5 out of 5 average rating, 52 reviews

Newly built luxe villa with mountain views & perks

DavidRating, 5 stars4 weeks ago
Wonderful experience! Very nicely furnished, peaceful and incredible views! Our hosts were phenomenal! They were very proactive with helpful communication and super responsive!
Top guest favourite
Holiday home in Broadalbin
4.99 out of 5 average rating, 117 reviews

Great Sacandaga Lake | 15-min to Saratoga Springs

EmilyRating, 5 stars2 weeks ago
The lodge was a beautiful place to stay and the host Cody was extremely responsive when we needed help with something. The place was very spacious and the beds comfortable. The kitchen was fully equipped (even had a meat thermometer) and we made use of both the BBQ grill and fire pit. We really enjoyed our stay and would return.
Top guest favourite
Holiday home in Salem
5 out of 5 average rating, 32 reviews

Coastal Gem

LeslieRating, 5 stars2 months ago
This place made our stay in Salem perfect. Excellent location, comfortable beds, thoughtful amenities. Tina is the hostess with the mostess! Highly recommend this lovely home for any Salem visitor.

Holiday home rentals with a washing machine and dryer

Guest favourite
Holiday home in Westbrook
4.89 out of 5 average rating, 35 reviews

Modern Coastal Home with Pool

SaraRating, 5 stars1 month ago
What a beautiful place! We needed accommodations for our family as we attended our daughter’s graduation. This place was perfect . Plenty of space and we had everything we needed . We didn’t want to leave .
Guest favourite
Holiday home in Grantham
4.92 out of 5 average rating, 52 reviews

Relax&Play @ Tamarack House- Golf, Ski, Lake, Hike

ChandyRating, 5 stars2 months ago
Mary was great to work with. The house was lovely and perfect for our group of 9. Plenty of room for us to hang out together, plenty of space for privacy when needed. We enjoyed our stay and highly recommend for anyone looking for a quiet place in a beautiful area.
Superhost
Holiday home in Mount Holly
4.98 out of 5 average rating, 41 reviews

Okemo Oasis - 6 Bedrooms, 3.5 Baths, 2 Kitchens

DavidRating, 5 stars3 months ago
The Okemo Oasis home was a fantastic place for our annual cousins’ ski trip. It had plenty of space for everyone to sleep, relax, and enjoy the open living, dining, and kitchen area. The many bathrooms was a big plus, and check-in was seamless. There were very few downsides—the beds weren’t the most comfortable but were manageable for a short stay, and the road access was a bit tricky, though that’s beyond the host’s control. While there was no cellular service, they had WiFi. Overall, it’s a great home, and we would definitely stay here again!
Top guest favourite
Holiday home in Glens Falls
4.98 out of 5 average rating, 61 reviews

Cozy Glens Falls home near Lake George & Saratoga

AlexRating, 5 stars2 weeks ago
I loved the coziness of the home The accommodations The Neigbors Much better than staying at a hotel for sure Little more costly But surly worth it It rained all day, one day there And it was nice being stuck in doors all day We’re in a hotel You would have been Let’s go to a movie or something We got to get out of this small space Just all around the place added a great addition to my awesome trip Thank you I would diffently stay there again
Guest favourite
Holiday home in Northwood
4.78 out of 5 average rating, 36 reviews

Lakeside get-a-way with private beach

StacyRating, 5 stars1 month ago
Spent a peaceful weekend at the lake. We stayed in the smallest of the three units. It comfortably fit 2 people. I love to cook, and the kitchen was well stocked. Everything I needed was there, including a spray oil container, containers for leftovers, sharp knives, and even a pastry brush. All I needed was the food. I loved the large towels for the bathroom. Like I said, we stayed in the small house, it was perfect for two people. Our favorite part of the property was outside. We sat in the Adirondack chairs on the beach, watching the birds, listening to the waves lapping at the shore. Our 2 1/2 year old granddaughter visited us, and enjoyed the playground. The location is close enough to the main road so you can access restaurants and shops, but far enough away to be peaceful. Brian was extremely responsive to every text sent. We are glad to have found this gem, and look forward to our next visit.
Guest favourite
Holiday home in Gilmanton
4.97 out of 5 average rating, 91 reviews

Lakefront Retreat Boat Dock Amazing Views

CraigRating, 5 stars3 days ago
Stayed at the home for a work/ play week. excellent amenities, the host seemed to have thought of everything. very clean. I had never used a "traegar" wood fire grill.... steaks came out perfect with a lake view to match....I would stay again. 👍👍
Guest favourite
Holiday home in Napanoch
4.91 out of 5 average rating, 34 reviews

Cozy Catskills retreat w/views & fireplace

KiaraRating, 5 stars2 weeks ago
I stayed at Israel’s place last year and had to stay there again. Truly a gem in the catskills! Everything you see in the photos is exactly if not better than what you would experience staying at the Swallows nest.
Guest favourite
Holiday home in Truro
5 out of 5 average rating, 10 reviews

Delightful waterfront beach studio!

KatherineRating, 5 stars12 months ago
I couldn't be happier about my stay at Scott's ocean-front studio! It was clean & cozy, & I felt right at home. Not to mention the GORGEOUS views! It was truly amazing having the beach right in our backyard. My boyfriend & I will 100% be back!

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