Villa holiday rentals in Connecticut River

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Popular amenities for villa rentals in Connecticut River

Private villa rentals

Villa in Edgecomb
5 out of 5 average rating, 4 reviews

Lovely 3BR Oceanfront - Views, Own Dock, Chefs Kit

DianaRating, 5 stars8 months ago
We had a great stay at this beatiful house on the river. The view from the house is gorgeous and it was so nice to have the dock right off the property with access to the kayaks. There's tons to do in nearby Boothbay Harbor and Damariscotta. The house had everything we needed and was very comfortable. Very beautiful views. The road out to the house is unpaved for a portion and the driveway is very steep, not an issue at all, just figured I'd mention in case it's helpful for car choice.
Villa in Bridgeport
4.79 out of 5 average rating, 14 reviews

Indulge in Prime Luxury 3BR 3-7 Guest

RebeccaRating, 5 stars1 month ago
Such a great stay at this lakeside spot in Bridgeport! The place was very modern and beautifully designed. Everything felt fresh and up to date. The lake view was amazing, and we enjoyed hanging out outside by the water. It was perfect for our large family and worked out well for our long stay while our house was being fixed. It felt nice and private, but still so close to everything we needed. Daymane was a great host—friendly and easy to stay in touch with the whole time. Would def stay here again!
Top guest favourite
Villa in Waterford
5 out of 5 average rating, 18 reviews

Spacious Waterfront Getaway

Ann MichelleRating, 5 stars3 days ago
Immediately felt like we were on vacation! The house has amazing views! The lovely plantings inside and out were very “zen”. Loved the deck and the lower level walk out! It was extremely comforting to have the baby gates in all the right places having a 1 yr old grandbaby :) Both Wolfram and Brett were extremely responsive and Brett went beyond when we had a small issue. Definitely would love to return!
Villa in Monroe
4.73 out of 5 average rating, 81 reviews

Awesome Country Retreat - 4BR - Private & Peaceful

RuthRating, 5 stars1 week ago
Cleanliness and Location is what our main focus is in when we were looking for a place in New York! This place had it ! We understand why all the reviews talked about the house conditions and repairs but that did not bother us one bit! Also it’s a beautiful home and when I tell you clean ! This home is clean 🌺🌺🌺 we are very very pleased and the host was so extremely responsive! Five stars is our review 🩵🩵🩵🩵🩵🩵
Top guest favourite
Villa in Jamestown
5 out of 5 average rating, 59 reviews

Water View Villa 10 minutes to Newport, WIFI!

CarlyRating, 5 stars2 weeks ago
Jamestown is the quiet luxury you’re looking for—and Matt’s villa is the place to stay! The area felt peaceful and relaxed, yet we were still able to walk into town with ease. Newport was less than 10 minutes away, making it the perfect home base, and we even had time to explore a few beautiful public beaches in Jamestown, just a quick 7-minute drive from the villa. We hope to stay here again!
Villa in Sharon
5 out of 5 average rating, 8 reviews

Litchfield Hills Estate w/Pool

AlyssaRating, 5 stars22 months ago
We really enjoyed our stay. The house was great and clean. The pool was perfect. Would definitely stay again.
Superhost
Villa in Barnstable
4.77 out of 5 average rating, 117 reviews

Walk to beaches & ferries ★ Snow's Creek Waterview

SamanthaRating, 5 stars2 weeks ago
House was exactly as described and Lloyd was a very responsive and accommodating host. The house was in an amazing location, walkable to downtown for shops and restaurants. Big driveway was great for all our cars! Would recommend 10/10 and will be back! Thanks Lloyd.
Villa in Wallkill
5 out of 5 average rating, 3 reviews

Modern Scandinavian Villa

MiguelRating, 5 stars5 months ago
We had a great time at the airbnb. The house is beautiful, well furnished, and comfortable. The location is great - easy drive from NYC to get out into nature and take a break from the city. Robin was a fantastic host - very communicative and responsive, provided plenty of guidance on what to do in the area. Hope to be able to come again soon.

Luxury villa rentals

Guest favourite
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

DeanneRating, 5 stars4 months ago
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!
Superhost
Villa in Greenport
4.86 out of 5 average rating, 57 reviews

Year-Round Heated Pool Villa - 3 blocks from town

JaimieRating, 5 stars2 months ago
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!
Superhost
Villa in Burlington
4.94 out of 5 average rating, 16 reviews

Central/Beautiful Landmark House/a Family Getaway!

VickiRating, 5 stars1 month ago
This was a GREAT stay for our UVM graduation weekend in Burlington! So close to everything and the space is just beautiful! We loved all of the art and decor and the whole house was impeccable, warm, and inviting! So many cute little nooks and crannies! The hosts were always quick to reply and so flexible with our changing needs! Their instructions for parking and check-in were clear and easy and made the experience very smooth. We had all of the amenities that we needed, and tons of towels which was appreciated! We are so glad that we chose this over booking standard hotel rooms so we could all hang out and relax together between activities! A WONDERFUL stay!!
Guest favourite
Villa in Wallkill
4.98 out of 5 average rating, 42 reviews

Spiti Helios: luxury retreat w/hot tub & pool

EllieRating, 5 stars3 weeks ago
Great place for large groups, very comfortably fit all of us, and Dee was very communicative and helpful. I would definitely recommend or stay again!
Guest favourite
Villa in Winhall
4.91 out of 5 average rating, 23 reviews

Stonehouse at Stratton

DebbieRating, 5 stars4 months ago
Overall we had great experience at the house. The inner decorations were cozy and comfortable, and the design was awesome! The host was responsive when the new door lock had some issues. 100% recommend staying at this house!
Guest favourite
Villa in New Paltz
5 out of 5 average rating, 12 reviews

Country House, Mountain Views, Dine, Bike, & Hike

JessicaRating, 5 stars1 month ago
Everything was absolutely amazing. We felt at home the entire stay and had everything we needed. Carl was really easy to work with. I mistakenly booked the trip a day shorter than needed. At the last minute I realized my mistake and Carl was quick to respond that adding an extra day was no problem. The system had a problem though allowing me to book an overnight stay on the same day I “checked out,” but Carl worked back and forth with me and with AirBnb help until I was finally able to book that extra night. Carl remained professional, calm, and polite, even though I know that was probably stressful and a pain to deal with. The problem was 100% on me, but he helped to fix it with such grace. I really appreciate the professionalism. I highly recommend both Carl and this specific rental. Thank you!
Guest favourite
Villa in Hensonville
4.98 out of 5 average rating, 57 reviews

Windham Art House with pool, hot tub, bar

AdamRating, 5 stars4 months ago
We had a great time staying here! The house was clean and matched the description perfectly. It's the perfect place to stay to go skiing in the winter or hiking in the summer!
Guest favourite
Villa in Ogunquit
4.95 out of 5 average rating, 94 reviews

The Ogunquit House Downtown | Walk 2 beach HotTub

SamanthaRating, 5 stars1 month ago
My husband and I stayed here for our baby moon and it was perfect! The location couldn’t have been better and the airbnb was stocked with everything we needed. Nick was super responsive and made sure our stay was wonderful. We will absolutely be back!!!

Villa rentals with a pool

Guest favourite
Villa in Cornwallville
4.95 out of 5 average rating, 81 reviews

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

BrendanRating, 5 stars3 days ago
Awesome house. Visited with a group of friends for a weekend of golf and a music festival in upstate NY. The rooms were comfortable, the backyard was amazing for hanging outside with the pool, and the game room was also great (shuffle board, pool table, darts, and even a fun golf putting game). The kitchen had all the amenities you needed to cook and prepare meals, and the family room had a very comfortable layout to gather around and watch a game or a movie. The beds were comfortable and all the rooms were very clean. Andrew was extremely responsive and made the check-in process easy. He also provided lots of recommendations on local places to grab food or for golf courses. Would definitely recommend this house for a fun group get-together, family trip, or a couples weekend.
Guest favourite
Villa in Coxsackie
4.9 out of 5 average rating, 49 reviews

5-BR Villa with Pool and Dog Friendly!

LanaRating, 5 stars3 days ago
My friends and I rented the home for our yearly getaway weekend. We all have babies and kids and there was a lot of space for everyone, things to do for the kids and everyone loved the pool. Great place. Thank you!
Superhost
Villa in Bolton
4.53 out of 5 average rating, 17 reviews

Gatehouse Villa at Blue Water Manor w/pool, lake

TracyRating, 5 stars10 months ago
We had an excellent experience… best way for our family to spend summer vacation. The home was a perfect fit for all 6 of us in terms of space and layout. We enjoyed the porch, pool , lake and all town had to offer. We will be back. Thank you, Michelle for being an excellent host !!!
Superhost
Villa in Bath
4.54 out of 5 average rating, 28 reviews

Cool Mountain House with Lake Access

KevinRating, 5 stars4 months ago
Our winter stay in the cabin was perfect. We got caught in what looked like a blizzard but the home was so warm and open so we could really take in the winter wonderland outside…from inside. Ice castles and restaurants weren’t far either. Highly recommend
Superhost
Villa in Lake George
4.74 out of 5 average rating, 35 reviews

Sun Castle Resort - Luxury Lakefront Villa

NicoleRating, 5 stars2 weeks ago
Amazing stay! Exactly as described in the listing. It was the perfect location for us, short drive to both Lake George and Bolton Landing. We were traveling with our 10 month old and there was plenty of space for him to play. The view of the lake was 10/10!
Top guest favourite
Villa in Longmeadow
5 out of 5 average rating, 54 reviews

Comfort and Luxury - 180 year Old Gothic Estate

TomRating, 5 stars1 month ago
We’ve stayed in many places over the years (domestic & international)…this may be the best place we’ve stayed in. Paul was fantastic - super friendly, extremely responsive and very helpful. I can’t recommend this property enough - the house itself is beautiful and spacious…plenty of (comfortable) seating throughout the house…bedrooms are big with king size beds…just an awesome experience all around. We were there for a college graduation - this property was absolutely ideal for big family get-aways/celebrations.
Superhost
Villa in Madison
4.74 out of 5 average rating, 27 reviews

Indoor Saltwater Pool | Sauna | Mountain Views

KimRating, 5 stars1 month ago
We enjoyed our stay very much. The host was very accommodating and quick to respond to requests or questions. The views were amazing, beds were very comfortable. Wonderful place to stay!!
Superhost
Villa in Charlton
4.78 out of 5 average rating, 67 reviews

Summer Home near TreeHouse Brewery | Private Pool

CaraRating, 5 stars8 months ago
We got married at a venue about 15 minutes away so we stayed here with our bridal party and the size was perfect. Everyone slept comfortably, we still had plenty of space. The neighborhood is quiet and the location is still close enough for us to enjoy exploring Sturbridge. Michael was responsive and honest with any question I asked!

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