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Holiday 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 favourite
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.
Flat in Hermanus
4.95 out of 5 average rating, 539 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 favourite
A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.
Guest suite in Sir Lowry's Pass
5 out of 5 average rating, 267 reviews

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Top guest favourite
Cottage
4.95 out of 5 average rating, 148 reviews

Beautiful 120m² Cottage with Private Pool & Braai

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 favourite
A suspended swing seat with a patterned cushion offers a relaxed spot to enjoy panoramic views of the ocean and coastline. Large glass windows frame the scene, allowing natural light to fill the airy interior, with a colorful striped rug adding warmth to the space.
Flat
4.89 out of 5 average rating, 101 reviews

Whale Pad Sea Front Apartment

A bungalow directly overlooking the sea, rocks and gardens in a well maintained complex. Light, spacious with 3 double bedrooms each with en-suite bathroom. The gardens surround the bungalow on 3 sides with a private area for braaing. Well located for easy access to Hermanus centre, restaurants, beaches, golfing and Fernkloof Nature Reserve and a front row view of the ocean for whale watching in wintertime. There is a new log burning stove & portable heaters. There is no central heating.

Top guest favourite
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.
Guest house in Hermanus
4.99 out of 5 average rating, 262 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 favourite
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
4.94 out of 5 average rating, 132 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.

Guest favourite
A modern house exterior features a mix of blue and light grey siding, with large glass doors leading to a deck. A shallow splash pool is visible alongside a fire pit and seating area, which includes four wire chairs and a small table surrounded by gravel landscaping.
Home in Onrus
4.87 out of 5 average rating, 126 reviews

Blues

Enjoy the best of both worlds at this spacious beach house with stunning mountain views, just a short walk to Onrus Beach. Perfect for families or groups, it sleeps 10 across a 3-bedroom main house and separate flatlet for 4. Relax in the splash pool, enjoy mountain sunsets, or challenge friends to ping pong. In winter the big fireplace/indoor braai creates a wonderful warm atmosphere. Fully equipped and close to local cafes and nature, it’s ideal for a fun, relaxing getaway by the sea.

Guest favourite
A modern two-story home features large glass doors that open to an outdoor entertaining area. A heated swimming pool glimmers beside a wooden deck with lounge chairs, while a fire pit adds warmth against the backdrop of a colorful sunset.
Home in Onrus
4.92 out of 5 average rating, 100 reviews

Luxurious comfortable 4 bedroom beach house

4 bedrooms, all on suite and state of the art amenities. Short walk to Onrus main beach and coastal paths. 5min drive from Hermanus and Hemel and Aarde wine route. Near 2 great golf estates. Open plan areas leading on to panel heated swimming pool. Outdoor entertainment area is decked with a fire pit set amongst beautiful views of the Overberg mountains. Safe and secure with full alarm system, backup electricity invertor system. Quiet and tranquil neighborhood, no parties/loud music.

Guest favourite
A charming house is viewed from an inviting garden filled with vibrant flowers. A covered verandah, furnished for relaxation, extends along the front. Lush green grass surrounds the property, enhancing its tranquil outdoor appeal, while the distant hills provide a serene backdrop.
Home in Hermanus
4.89 out of 5 average rating, 193 reviews

Veranda House

A charming verandah equipped with dining and lounge furniture gives this house its name. The 3 bedroomed house contains a lounge, fully equipped kitchen, dining room and two full bathrooms, (one ensuite). One bedroom and bathroom is accessed from the covered Veranda and has easy access into the house through a door a few steps away. Out on the back stoep (porch) you’ll find your barbecue facilities under the Huilboerboon tree. The stoep area has an additional toilet and washbasin.

Guest favourite
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
4.89 out of 5 average rating, 108 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.

Top guest favourite
Guest house in Betty's Bay
4.98 out of 5 average rating, 153 reviews

Kalliste’s Misty Shores Cottage - Betty’s Bay

Located on the seafront and in a biosphere reserve, Kalliste’s Misty Shores Cottage is the private and freestanding cottage of Kalliste Beach House (owner's accommodation). Misty Shores Cottage offers magnificent views of the mountain on the one side and the ocean on the other side. The property is surrounded by indigenous gardens, making the cottage ideally suited to those seeking a connection with nature, and a space in which to relax and recharge.

Guest favourite
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.
Flat in Hermanus
4.9 out of 5 average rating, 121 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

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Quick stats about holiday rentals with a pool in Vermont

  • Total holiday rentals

    Explore 40 holiday rentals in Vermont

  • Nightly prices starting at

    Vermont holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Vermont holiday rentals include wifi 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!