Vacation rentals with a pool in Vermont

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Vermont

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A small balcony features a round table with a yellow mug and a jar. Two wooden chairs are nearby, and a blanket is draped over one. The scene includes a view of the sea through a wide opening, enhancing the relaxing atmosphere.
Apartment in Hermanus
4.95 out of 5 average rating, 528 reviews

Westcliff Balcony Room

Welcome to this serene and spacious upstairs apartment - with a pool on the one side and a balcony with amazing sea view on the other side. The room itself is warm, cosy and arty. There is plenty of storage, places to sit and relax, access to the pool and safe off street parking. What I love about the room is the feeling you get when you're there... it seems to say 'you're on holiday.. relaaaaxx'. Other 2 apts on the property: /h/westcliff-pool-room-hermanus /h/westcliff-garden-room-hermanus

Top guest favorite
A sunny outdoor space features a manicured lawn with two lounge chairs and a large umbrella, providing shade. A solar-heated pool is positioned nearby, with a stone wall accenting its edge. Lush greenery and tall plants frame the area, enhancing the serene environment.
Cottage in Hermanus
4.95 out of 5 average rating, 144 reviews

Cozy 120m² cottage with a private braai and pool

This modern, spacious cottage offers all you need for a perfect holiday or quick break away. Stunning garden with pool. Indoor/outdoor braai room with dining room and lounge furniture. Fully fitted kitchen with modern built-in stove, Nespresso, coffee machine, dishwasher, washing machine and dryer. Bedroom with queen size bed and ample built-cupboards and on suite bathroom. Comfortable lounge. Large Smart TV, use your own streaming apps. Fast Wi-Fi. Less than 1km from centre of town & cliffpath.

Guest favorite
A log cabin is set among green foliage, featuring a spacious wooden deck with a large picnic table and benches. The front porch has comfortable seating and large windows, allowing natural light to flow in. Warm, earthy tones are prominent in the cabin's exterior.
Vacation home in Mereenbosch
4.87 out of 5 average rating, 134 reviews

BushBaby Cabin

BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

Top guest favorite
The garden cottage is framed by neatly manicured greenery, with a sparkling swimming pool in the foreground. Sun loungers and an umbrella provide shaded seating. Large glass doors open to a spacious patio area, enhancing the connection between indoor and outdoor living.
Guesthouse in Hermanus
4.99 out of 5 average rating, 261 reviews

Cottage on Fir Hermanus

Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

Guest favorite
The villa is situated on a hillside surrounded by lush greenery, offering expansive ocean views. Its architectural design features a thatched roof and spacious deck area, which includes a private pool. The surrounding landscape creates a serene coastal atmosphere.
Home in De Kelders
4.94 out of 5 average rating, 129 reviews

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

Top guest favorite
A secluded garden area features a small white metal table and chair set, surrounded by lush greenery and flowerbeds. Stone pathways lead through the garden, with potted plants adding a touch of nature to the serene space. A wall of foliage provides privacy.
Guesthouse in Hermanus
4.98 out of 5 average rating, 127 reviews

Alannah's

Welcome to my little place of peace in wonderful Hermanus, or as it is better known "Whale Capital of South Africa." I invite you to come and stay in my tastefully furnished fully equipped cottage not far from all the amenities of Hermanus but also close to the famous Southern Right Whales. Walk the scenic cliff paths with spectacular views and visit our famous restaurants, with great food and wines to be enjoyed . I look forward to welcoming you on your next journey. Sincerely Eileen.

Top guest favorite
A spacious bedroom features a large bed with decorative pillows and a colorful throw. A cozy yellow chair is positioned nearby, and a round table rests in the corner. Natural light filters through the window, enhanced by operable shutters, creating a bright environment.
Apartment in Hermanus
4.92 out of 5 average rating, 129 reviews

Whale Watchers studio @ Waterfront & pool access.

Centrally located in lovely Hermanus at the Old Harbour Hermanus Waterfront. Walking distance from everything. A 2min walk to a variety of restaurants (inc Vegetarian/Vegan options) the famous Cliff paths, Marine Hotel Spa, Whale watching points ie Gearings point, Art galleries and shops. A 4min drive to Fernkloof Nature Reserve (hiking) A 6min drive to Grotto's swimming beach. This modern minimalist apartment is clean, private and comfortable within the Hermanus Waterfront complex.

Guest favorite
A sandy beach stretches under a clear blue sky, with gentle waves rolling onto the shore. People of various ages are seen enjoying the beach, some playing in the water and others walking along the rocky edge. A narrow stream flows through the sandy area.
Guest suite in Onrus
4.86 out of 5 average rating, 144 reviews

Best price Onrus Island! 3 min to beach. Swim pool

Onrus Island Single level.Inside braai Private entire separate guestsuite. TV INVERTER Back garden,pool for yourself. NO SHARED SPACES 3min walk to swimbeach. Very near to Davies pool, coastal path. Spacious 2bedroom(with roof fan)ensuite (2bathrooms.) Your own kitchen. The house has a large openplan living area , small swimming pool+net. poolroom and braai area (BBQ). Located in a safe cul-de-sac for children to play. Toys, games . 10 min drive to Hermanus. DSTV

Guest favorite
A spacious outdoor area features a swimming pool surrounded by sunloungers and umbrellas. The stylish two-story cottage is framed by a backdrop of rugged mountains and lush greenery, creating a serene outdoor atmosphere for relaxation.
Guest suite in Hermanus
4.88 out of 5 average rating, 103 reviews

PROTEA Loft Cottage @ Grotto Beach

Protea Loft Cottage nestles under the branches of an old tree. Protea is the top unit of two cottages in a large garden. An airy open plan space, stylishly decorated with your comfort in mind. Open the sliding doors, sit back onto the comfy couch, and look out over the garden and swimming pool. My place is close to mountain contour paths, cliff paths, and beaches. You’ll love my place because it is peaceful, comfortable, has a beautiful sea view and is safe.

Guest favorite
A spacious green lawn leads up to a wooden two-storey cabin, set against a clear blue sky. Lush greenery surrounds the area, with a stone fire pit centrally positioned on the lawn. A balcony with seating is visible on the cabin's upper level.
Cabin in Hermanus
4.92 out of 5 average rating, 184 reviews

Oppiedam Family Cabins (Flamingo)

The cabin is situated right on the edge of the Bot River lagoon. Has a big garden and the views are fantastic! Within walking distance of the beach and close to communal pool and tennis courts. Cozy 2 bedroomed double-storey log cabin, with two bathrooms. Queen size bed, double bed and single bed on the mezzanine. The wild horses often graze in front of the cabin and at times there are hundreds of terns and flamingos! Fully equipped for self-catering.

Superhost
A spacious living area features a large flat-screen television on a wooden console. A cozy brown ottoman complements the room. Floor-to-ceiling glass doors provide a view of the ocean, while a small outdoor table is seen on the balcony. Soft natural light filters through the curtains.
Apartment in Hermanus
4.89 out of 5 average rating, 129 reviews

Sea view apartment in Whale Rock Estate Hermanus.

2 Bedroom Self Catering luxury apartment on the top floor. Overlooks Walker Bay with wonderful whale sightings and constant sound of the sea. Situated 3 km from central town in a quiet cul-de-sac seafront complex with 24 hour onsite security. Two days stay minimum. Sleep max 4 people. No animals allowed. Property Facilities: Estate communal area with BBQ facilities, swimming pool and squash court. Safe Free undercover parking.

Guest favorite
An expansive wooden deck offers sweeping views of the coastline and mountains. Lounge chairs and a small table create a space for relaxation, complemented by clear balcony railings that enhance the panoramic scenery. The early morning light casts a serene ambiance over the area.
Apartment in Hermanus
4.92 out of 5 average rating, 116 reviews

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

Popular amenities for Vermont rentals with a pool

When is the best time to visit Vermont?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,073 GYDG$22,589 GYDG$29,491 GYDG$28,655 GYDG$29,701 GYDG$30,328 GYDG$29,701 GYDG$30,537 GYDG$23,844 GYDG$31,374 GYDG$31,374 GYDG$51,662 GYD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

Quick stats about vacation rentals with a pool in Vermont

  • Total vacation rentals

    Explore 40 vacation rentals in Vermont

  • Nightly prices starting at

    Vermont vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Vermont vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Vermont rentals

  • 4.9 Average rating

    Vermont stays are highly rated by guests—averaging 4.9 out of 5!