Vacation rentals with a pool in Connecticut River

Find and book unique homes with a pool on Airbnb

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Popular amenities for Connecticut River rentals with a pool

House rentals with a pool

Guest favorite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Superhost
Home in Dennis
4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

KeelyRating, 5 stars8 months ago
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!
Top guest favorite
Home in Warwick
4.98 out of 5 average rating, 60 reviews

4 bedroom house with pool (Kids & Dog Friendly)

KerriRating, 5 stars6 days ago
Our stay was wonderful, and the host was great from beginning to end! Highly recommend
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars4 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Guest favorite
Home in Newburgh
4.83 out of 5 average rating, 81 reviews

Entire Home (private pool), Event Friendly

ChannyRating, 5 stars1 week ago
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.
Top guest favorite
Home in East Marion
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars2 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
Guest favorite
Home in Arundel
5 out of 5 average rating, 10 reviews

Heated Pool! Gorgeous Home Close to Kennebunkport

ChrisRating, 5 stars8 months ago
We had a great weeklong stay at the house. There was plenty of space both inside and out for us to dine, play and relax. We were 8 people across three generations and everyone enjoyed the house itself as well as the heated pool, BBQ and fire pit. Great location as it was 10 minutes into Kennebunkport and even less to a large supermarket in Kennebunk. We would definitely be more than happy to return in the future.
Guest favorite
Home in Colonie
4.97 out of 5 average rating, 36 reviews

Adorable house with pool

DiannaRating, 5 stars1 month ago
Really enjoyed our stay. Host is very friendly. House is wonderful and so comfortable. Had a wonderful sleep both nights. Location is very convenient. Quick access to so many restaurants and then 15 minutes to downtown for a game. Would definitely stay here again

Condo rentals with a pool

Guest favorite
Condo in Lincoln
4.88 out of 5 average rating, 101 reviews

Luxury condo at Loon Mountain, Lincoln, NH

KarenRating, 5 stars1 month ago
We like loon Mt area in the winter for skiing, Eric's unit is literally 2 min drive to mountain, (Nordic Inn ) The unit itself is huge with 2 levels of living space, 2 bedrooms on first floor have huge beds (california kings ) each bedroom has walk in closets and full baths, upstairs has another full bed and 2 bunk beds, massive super comfortable couch that reclines on either end. huge tv and full bath, walk out deck. Perfect for 2 family to split. The pictures on airBnb are accurate. I would highly recommend Eric's place year round . I will definitely will be back next year!!!
Guest favorite
Condo in York
4.93 out of 5 average rating, 15 reviews

Cozy One bedroom condo near the beach with pool.

LaurenRating, 5 stars8 months ago
Kristin's cottage is a light filled cottage that is updated, clean and super comfy. I loved the location and how quiet it was as well. The addition of a pool was also such a nice to have. I will definitely be booking again soon. Can't wait to make this my every summer vacation spot!
Superhost
Condo in Stowe
4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars3 weeks ago
great place close to Stowe.
Guest favorite
Condo in Provincetown
4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

JacobRating, 5 stars10 months ago
This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.
Guest favorite
Condo in Greenport
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Guest favorite
Condo in Stratton
4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars1 month ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!
Guest favorite
Condo in Conway
4.92 out of 5 average rating, 122 reviews

Cozy Family Retreat with Saco River Access

JeanineRating, 5 stars2 months ago
Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.
Guest favorite
Condo in Laconia
4.82 out of 5 average rating, 135 reviews

Beautiful and New 2br/2ba condo - walk to Weirs

CathyRating, 5 stars5 months ago
We had a fabulous time at Meg’s Condo. The location was perfect and the unit was spotless! Also the beds were very very comfortable!! Highly recommend this to anyone!!

Home rentals with a private pool

Top guest favorite
Home in Rhinebeck
5 out of 5 average rating, 71 reviews

Rhinebeck Country Living with a Modern Twist

YetundeRating, 5 stars4 months ago
Beto and Scott are amazing host! From the complimentary wine to ensuring that we were comfortable by checking in, I couldn't ask for more. My family and I are truly appreciative to have experienced our stay in their home during the holidays. If you're considering renting this, please do (especially in the summer). No complaints!
Guest favorite
Home in Kerhonkson
4.95 out of 5 average rating, 355 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

EppiRating, 5 stars2 days ago
FENCED. YARD!! Apart from the clean, spacious, well appointed home, the yard was the best part. And it wasn’t just boring and flat and grassy-think boulders for climbing and jumping, hills for racing, “secret passageways” for exploring. Just be prepared to look for ticks. Clearly an excellent choice for families with children, and our dog loved it most. The home has lots of character, good books to read, games for passing time. While venturing out for hikes, we enjoyed the views along the windy roads with charming homes and mountain scenery. The kitchen had so many pots and pans and plenty of dishes. Lillian was always responsive and quick. Good choice for a peaceful getaway.
Superhost
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviews

Private Catskills Retreat | Hot Tub, Sauna & Tipi

ChrisRating, 5 stars16 months ago
We had a lovely time at Healing Waters Farm. Great location close to Belleayre Mountain. The place itself has everything you need, well stocked kitchen, and lovely clean bathrooms. The property has a calming stream, large swimming hot tub and sauna which we our family enjoyed. Recommend highly for a peaceful getaway.

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