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Vacation rentals with a pool in Vermont

Find and book unique homes with a pool on Airbnb

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Popular amenities for Vermont rentals with a pool

House rentals with a pool

Superhost
Home in Betty's Bay
4.86 out of 5 average rating, 14 reviews

Edenly House

DonveRating, 5 stars2 months ago
Lovely relaxing spot, very peaceful. House was comfortable and had everything we needed. Has no TV which was great. Games room with table tennis was fun for the kids! Great space, we would love to come back again. Good communication
Superhost
Home in Hermanus
4.76 out of 5 average rating, 17 reviews

Hermanus Haven, Perfection on the Sea

FredericRating, 5 stars4 months ago
The house has a perfect concept, is fully equipped and is beautifully located just in front of the open sea. The information before arriving is very complete and the response to questions immediate. Would love to come back for longer and can definitely recommend it! Frederic
Superhost
Home in Gordons Bay
4.85 out of 5 average rating, 41 reviews

Stunning ocean view house with indoor pool

PuleRating, 5 stars1 month ago
Nice place in a very peaceful neighborhood.
Top guest favorite
Home in Gansbaai
5 out of 5 average rating, 47 reviews

Ocean Retreat, Romansbaai Beach & Fynbos Estate

ThomasRating, 5 stars1 month ago
We had the most incredible stay and cannot recommend this place highly enough! From the moment we arrived, Rozanne made us feel completely at home — she’s a truly exceptional host: warm, thoughtful, and always available if we needed anything. The home itself is stunning, with stylish and beautifully curated interior décor that strikes the perfect balance between luxury and comfort. The indoor fireplace was a cozy highlight, and we spent unforgettable dinners at the indoor Braai (bbq) enjoying great food. And the view — absolutely to die for. Waking up to the sight of Springboks and Zebras roaming in the distance felt like something out of a dream. Despite its elegant design, the house was surprisingly child-friendly, making it an ideal getaway for our whole family. Every detail was considered. We’re already thinking of our return — next time, to catch the whales! Thank you again, Rozanne, for everything.
Guest favorite
Home in Hermanus
4.93 out of 5 average rating, 91 reviews

5 Bed Beach Bungalow w/ pool, fire-pit & solar

MargaretRating, 5 stars1 month ago
Was absolutely lovely. Clean, gorgeous rooms, and close to the town. Will definitely go back. Thank you
Superhost
Home in Hermanus
4.89 out of 5 average rating, 9 reviews

Heartwood Cottage

KatherineRating, 5 stars1 month ago
We had a fantastic weekend at this cottage. It has everything you need to be comfortable and enjoy your stay :)
Guest favorite
Home in Hermanus
4.86 out of 5 average rating, 132 reviews

Beautiful Beach Breakaway

CareyRating, 5 stars2 months ago
Such a great spot. We had everything we needed.
Guest favorite
Home in Hermanus
4.82 out of 5 average rating, 68 reviews

On The Rocks

BurgerRating, 5 stars2 months ago
Great house for a large family gathering. Great location, and Hermanus village is easy to get to. Right at the cliffpath. Our hosts Dolf and Suzette were exceptional and very friendly.

Condo rentals with a pool

Guest favorite
Condo in Strand
4.96 out of 5 average rating, 23 reviews

Beachfront Apartment with sea- and mountain views

NangamsoRating, 5 stars5 months ago
We had an incredible stay at Miriam’s house, from the moment we arrived. We were impressed by the attention to detail and warm welcome The location was perfect, offering both peace and quiet. Also sea view 👌 Our host was responsive, friendly and accommodating, ensuring we had everything we needed.
Guest favorite
Condo in Strand
5 out of 5 average rating, 8 reviews

Penthouse view @ Strand

LaeeqahRating, 5 stars5 months ago
Our stay at Jurgen und Adele Bredel's penthouse was absolutely incredible! The penthouse itself was stunning, with breathtaking views that made every moment unforgettable. Everything was exactly as promised, if not better. The attention to detail and the care put into maintaining such a beautiful space were truly appreciated. Maryna was an exceptional host —always easy to contact and so welcoming. Thank you for allowing us to experience your wonderful penthouse. We are so grateful for your hospitality and for creating such a memorable stay. We hope to return in the future!
Superhost
Condo in Hermanus

17 Marine Penthouse/Private Pool/Solar Powered

MathewRating, 5 stars5 months ago
In the middle of Hermanus with a stunning, unobstructed view of the bay. Apartment is every bit as amazing as depicted in the pictures and description. Very comfortable stay, all the amenities are pristine and in working order. Was wonderfully assisted by Elaine the entire time, and was so easy to communicate with. Walking distance to all the best spots and restaurants in town. Would 100% recommend and cannot wait to return.
Guest favorite
Condo in Hermanus
4.91 out of 5 average rating, 133 reviews

Cliff Path Cottage

CharlesRating, 5 stars2 weeks ago
Friendly hosts and great place to stay. Very clean and easy access. Would definitely recommend!
Superhost
Condo in Onrus

Hillside Hideaways - With Pool

MarelizeRating, 5 stars6 months ago
What a HAVEN - an awesome and safe guest cottage! Luxurious bedding & towels with living spaces carefully styled with modern furnishings & art to highlight its best features. A huge window ensures you will have your morning coffee in bed overlooking a stunning Atlantic ocean or a late afternoon slumber with breathtaking sunset over the Vermont saltpan - double-up on mountain-view bonus & have sundowners on the balcony or deck. A splash pool, outdoor braai facilities as well as indoor dining space ensures you are covered even in windy conditions. There are many spots to snuggle up with a book & appreciate the take-one leave-one library. Fantastic amenities. A nicely stocked supermarket is a 2 minute walk away (the croissants are to die for) & you have easy access to the main road leading directly into Hermanus. Onrus beach is a leisurely 15 minute walk away – combined with the footpath from Vermont to Atlantic Drive and around the oceanfront you have yourself a wonderful 5 km route.
Guest favorite
Condo in Hermanus
4.92 out of 5 average rating, 26 reviews

Hermanus Waterfront Apartment No.20

JacquesRating, 5 stars3 months ago
Great apartment in an excellent location. Spotlessly clean & exactly as described and depicted in the photos.
Superhost
Condo in Strand
4.86 out of 5 average rating, 51 reviews

Stunning 3-Bed on the Strand Beachfront

PearlRating, 5 stars1 month ago
Such an amazing place and host, loved the fact that Colin bought us coffee, juice and milk.. the place is a literal dream and spotless . Colin is always available to respond and assist with whatever , very polite and made it so easy to live in his house .
Top guest favorite
Condo in Cape Town
4.94 out of 5 average rating, 102 reviews

J Spot • Safe & Convenient • Backup Power

ChikeRating, 5 stars4 weeks ago
Very lovely apartment

Quick stats about vacation rentals with a pool in Vermont

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$6,269 GYD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore