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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Guest favourite

Apartment in Gordons Bay

4.94 out of 5 average rating, 121 reviews

Harbour Studio

Kick back on a sun lounger while taking in sweeping views of False Bay from the poolside patio of this peaceful retreat. Fix breakfast in a kitchen with black granite counters and dine alfresco on a leafy deck patio. Open plan kitchen, lounge and dining area with walk through TV room and large bedroom with bathroom (shower only). 2 minutes walk from Bikini Beach, the Old Harbour, scenic walk ways, various restaurants and boutique shops Secure parking via a private road Hosts are available 24/7 via phone. Guests are left to enjoy their privacy undisturbed during their stay The home is set on a slope overlooking the Gordon’s Bay Harbour in False Bay, steps away from Bikini Beach. Take a stroll to the seaside Harbour Lights restaurant for seafood fare, then head to The Thirsty Oyster Tavern for a cocktail. Guests are advised to make use of car rental/uber for longer trips in and out of Gordon’s Bay, but may also enjoy walking or cycling exploring the village. Bicycles can be rented on main beach.

Top Guest favourite

Apartment in Hermanus

4.95 out of 5 average rating, 484 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

Superhost

Home in Hermanus

5 out of 5 average rating, 5 reviews

Pet friendly family home with pool&solar

A spacious, open plan (loadshedding free) home ideal for a relaxing family holiday. Walking distance to cliff path, mountain paths, restaurants and grocery stores. Lovely covered braai area opening onto the garden and swimming pool. Fully equipped kitchen with dishwasher, nutribullet etc. Housekeeper included once a week to ensure maximum relaxation! All beds are Queen, extra length size and a baby cot is also available. All windows have perspex burglar bars and doors fitted with trellidoors.

Superhost

Home in Betty's Bay

4.71 out of 5 average rating, 42 reviews

Villa Del Mar

This upmarket Villa offers the discerning guests a number of different modern and upmarket spaces in which to relax and unwind. With four different decks and two lounges, office space and four bedrooms, two of which are en suite, plus a huge family bathroom with bath. The ultra modern and spacious kitchen is finished with Smeg appliances. A seperate dining area and large family room with indoor braai opens onto the pool deck with a full length heated swimming pool and a jacuzzi.

Guest favourite

Home in Onrus

4.88 out of 5 average rating, 109 reviews

Blues

Charming house with seperate one bedroom flat that feels like holiday. Beautiful mountain views and walking distance from lagoon and swimming beach. Close to excellent restaurants and shops. Hermanus is just a few kilometres away. Due to the nature of the town we very strictly do not allow any parties or loud music, as set out in the house rules. Unfortunately no group bookings for under 25’s. Inverter and battery powered during load shedding-ensuring continious power to the property.

Top Guest favourite

Apartment in Hermanus

4.92 out of 5 average rating, 119 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 favourite

Apartment in Hermanus

4.95 out of 5 average rating, 124 reviews

Cozy 120m² cottage with a private braai and pool

This modern, spacious cottage offers all you need for a perfect holiday or a 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, YouTube etc. Fast Wi-Fi. Less than 1km from centre of town & cliffpath.

Guest favourite

Guest suite in Onrus

4.86 out of 5 average rating, 132 reviews

Best priceOnrus island 3min to beach Insidebraai

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

Superhost

Home in Onrus

4.8 out of 5 average rating, 5 reviews

Selah - Optimum of luxury

This luxury property comprises 3 bedrooms with 2 sofa beds that are available upon request in the upstairs living room to comfortably accommodate 4 children. The bathroom, while the other two bedrooms both have separate bathrooms attached. There is a honeymoon cabin situated a stone throw from the main home with a private bathroom attached to the cabin. There is an unfenced pool for those lazy hot summer days. Ideal for wedding receptions and team building weekends!

Superhost

Villa in Pringle Bay

4.83 out of 5 average rating, 48 reviews

Dusk to Dawn

Panoramic spectacular views of the ocean and mountains in this north facing sunny Villa offering spacious and comfortable accommodation. Four en-suite bedrooms with spacious lounge and dining room with sunny balcony providing peaceful tranquility in idyllic surroundings. This newly built villa offers an indoor pool with indoor braai area downstairs and covered balcony upstairs with amazing panoramic views. Full Solar powered home with free unlimited WIFI.

Guest favourite

Guesthouse in Stanford

4.9 out of 5 average rating, 72 reviews

The Stanford Getaway 2 rooms PET FRIENDLY

2 trendy spacious rooms, full of sunlight and stunning views. Egyptian cotton bedlinen and luxury towels to make your stay something special. Kitchenette available for self catering. Please note the cottage is completely independent but garden and pool are shared with the main house. Please request in advance if you require Single or King beds. Walking distance to all the village amenities, shops and river activities.

Guest favourite

Condo in Hermanus

4.91 out of 5 average rating, 121 reviews

Cliff Path Cottage

A charming open-plan cottage, nestled near the cliff path and whale-watching lookouts of Hermanus. The freestanding Cottage is situated at the back of a permanent private residence with its own entrance. There is a cosy living area and comfortable seating. It's the perfect spot to unwind after a day of exploring. Adjacent to the living area, you'll find a well-equipped kitchen. No need to worry about loadshedding.