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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.
Apartment in Hermanus
4.95 out of 5 average rating, 532 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 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 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.
Apartment in Hermanus
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.

Guest favourite
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.
Holiday 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 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.
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 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 in De Kelders
4.94 out of 5 average rating, 130 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.

Superhost
A wooden log cabin is nestled among trees, featuring a spacious balcony with wooden railings. The exterior showcases large windows, and a hammock is visible nearby, inviting relaxation. Natural surroundings contribute to a serene atmosphere, enhancing the connection to nature.
Cabin in Mereenbosch
4.86 out of 5 average rating, 116 reviews

Belle Cabine - Log Cabin in the Milkwood Trees

20 Mins from Hermanus and 1.5hrs from Cape Town, hidden in the beautiful Middlevlei Nature Reserve on the mouth of the Bot River is this majestic log cabin. The cabin is situated within a 200m walk of the lagoon and 1km from the beach. It consists of 2 bedrooms (2 x DBL bed, 1x Single Bunk) & 2 bathrooms, indoor fireplace, open plan lounge, dining, and kitchen area downstairs with a balcony upstairs. There is a large outdoor entertainment area with a built-in braai and picnic table.

Superhost
Home in Hermanus
4.74 out of 5 average rating, 149 reviews

Stylish Cozy Cottage in Voelklip ( 2 to 6 people)

New renovated cozy dutch style cottage is a perfect spot for coastal escapes. The house is conveniently located in a quiet street in one of Hermanus famous areas close to the beaches, town centre, mountain trails, golf course and cliff paths. Includes a braai area, spacious bedrooms & comfy beds, 2 Living areas, fully equipped kitchen, a private pool and alarm and security control. Breathtaking mountain views. Ideal retreat for couples/friends & smaller families. Battery-system.

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
4.88 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 favourite
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, 186 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.

Top Guest favourite
Guesthouse in Betty's Bay
4.98 out of 5 average rating, 152 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.
Apartment in Hermanus
4.91 out of 5 average rating, 117 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. price$237 NZD$185 NZD$241 NZD$234 NZD$243 NZD$248 NZD$243 NZD$249 NZD$195 NZD$256 NZD$256 NZD$422 NZD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

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 $68 NZD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Vermont holiday 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!