
Vacation rentals with a pool in Vermont
Find and book unique homes with a pool on Airbnb
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 ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,450 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!
Top-rated rentals with a pool in Vermont
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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
LocationValueBathroom

14 On Marine Drive, Hermanus
An open living area with a lounge, and dining room with a separate braai room. The living/dining and kitchen plus braai areas open with fold-away sliding doors to let the view in over the swimming pool and sea area. Fully equipped kitchen, with Smeg electric oven and gas glass stove top plus a separate scullery with washing machine, dryer, and dishwasher. Both the bedrooms open with sliding doors, comfortably furnished with views of the sea. A full bathroom to service both bedrooms. No pets.
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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.
ValueFamilyBeach

Eastcliff cottage with pool, garden & solar power.
With a private garden and pool, this coastal cottage was dreamed into existence as a laid-back vacation getaway. We kept the simplicity of its original character, adding the modern conveniences that are expected for comfort now, including solar power. Discover this charming cottage filled with quirky vintage rustic finds. One of the original seaside cottages in conveniently central Eastcliff, it's only a short stroll to the cliff path, town, and sea- you can hear the nearby waves crashing!
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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.
ValueLocationPool

Gledsmuir Spacious Homestead
Magnificent 47 hectare property set on the banks of the Klein River. The Thatched Homestead dates circa 1890’s and boast an ancient Oak Forest. Private and secure. The home offers 7 generous en suite bedrooms, a” Voorkamer”, dining room, two lounges, spacious modern farm styled kitchen in American Walnut plus separate Garden Cottage. The North side of the home features large garden, a covered Veranda with bar overlooking a large 12 metre swimming pool with water features. Book now!
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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.
LocationValueComfort

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.
FamilyLocationGetting around

Onrus island 2 min to beach Insidebraai pool Quiet
Onrus Island entire separate guestsuite. Back garden,pool for yourself. NO SHARED SPACES. Inside braai. Kitchen. 3min walk to swimbeach and lagoon.Very near to Davies pool and coastal path Spacious 2bedroom(with roof fan)ensuite (2bathrooms.) The house has a large openplan living area , small swimming pool+net. poolroom and braai area (BBQ). Located in a safe cul-de-sac .. Toys, games . DSTV.Near Wine farms! Family getawayQuiet environment. WIFI super fast.
ValueFamilyBathroom

Flamingo Lake Cabin near Hermanus & Beaches
Escape to a Scandinavian-inspired log cabin perched on South Africa's Bot River Lagoon, where wild horses roam, flamingos glide, and the ocean is minutes away. This intimate nature retreat offers 2 bedrooms, 2 bathrooms, and a mezzanine, fully equipped with Wi‑Fi, Netflix, kayaks, and everything you need for a restorative getaway. Explore a 1000‑hectare estuary, stroll to empty beaches, or enjoy the estate's pool and tennis courts. Just 90 minutes from Cape Town.
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Little Blue Gem
Come and unwind in the modern conveniences of this stunning apartment. Open the curtains and enjoy the breathtaking view of the ocean. The apartment is superb with all the comforts like Dstv, Wifi, washing machine, coffee machine and dishwasher. The apartment is situated in the beautiful secured Whale Rock Estate. The estate offers a communal swimming pool, clubhouse, barbeque facilities and squash court. The estate has 24 hr security.
LocationValueHiking

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.
LocationFamilyCleanliness
Popular amenities for Vermont rentals with a pool
House rentals with a pool

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

Beautiful Beach Breakaway
ValueLocationGetting around

Seaside Sanctuary
LocationFamilyPool

Stylish Cozy Cottage in Voelklip ( 2 to 6 people)
LocationValueSleep quality

Sepia Dreams
FamilyValueBackyard

Forest View - Onrus Island - 5 Bedroom
LocationValueView

Pikkewyn Paradise
FamilyLocationKitchen

Heaven's Gate - Pool | Jacuzzi | Lush garden
ValueFamilyAmenities
Condo rentals with a pool

Cliff Path Cottage
FamilyValueOutdoor spaces

The Yacht, Pat's Place Hermanus
ValueLocationTV

Hermanus Waterfront Apartment No.20
LocationValueParking

Sunbird 1
LocationFamilyHospitality

Hillside Hideaways - With Pool
LocationSleep qualityGrill

Ocean Whisper
ValueLocationCondition

Escape Sea Condo
FamilyPoolView

Family Apartment 6
Other vacation rentals with a pool

*Central - Whale Watching Paradise -Self check in*
LocationFamilyWifi

Botanical @ Salt Shore Studios
ValueLocationIndoor spaces

LUX 5star Ocean Frnt Cliff Path Whale Watch PoolAC
LocationFamilyDecor

Nuwe Lingen Holiday House, Eastcliff, Hermanus
FamilyValueQuiet

Ocean Retreat, Romansbaai Beach & Fynbos Estate
LocationFamilyLayout

Two Horizons - fully serviced luxury home
FamilyLocationLayout

Ocean Penthouse Apartment, Hermanus Waterfront
FamilyValueBathroom

Relax in comfort and style
Indoor spacesAmenitiesComfort
When is the best time to visit Vermont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 657 | ﺩ.ﺇ 595 | ﺩ.ﺇ 437 | ﺩ.ﺇ 632 | ﺩ.ﺇ 573 | ﺩ.ﺇ 404 | ﺩ.ﺇ 521 | ﺩ.ﺇ 536 | ﺩ.ﺇ 419 | ﺩ.ﺇ 551 | ﺩ.ﺇ 551 | ﺩ.ﺇ 907 |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Cape Town Vacation rentals
- Overstrand Local Municipality Vacation rentals
- Stellenbosch Vacation rentals
- Saldanha Bay Local Municipality Vacation rentals
- Greater Plettenberg Bay Vacation rentals
- Franschhoek Vacation rentals
- Langebaan Vacation rentals
- Plettenberg Bay Vacation rentals
- George Vacation rentals
- Hermanus Vacation rentals
- Knysna Vacation rentals
- Drakenstein Vacation rentals
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Boulders Beach
- Glencairn Beach
- Stellenbosch University
- Muizenberg Beach
- St James Beach
- Jonkershoek Nature Reserve
- Cavalli Estate
- Grotto Beach (Blue Flag)
- Voëlklip Beach
- Tyger Waterfront Apartments Deck
- Waterkloof Wine Tasting Lounge
- Table Mountain National Park
- Fernkloof Nature Reserve
- Scarborough Beach
- Steenberg Tasting Room
- Babylonstoren Wine Estate
- La Motte Wine Farm & Restaurant
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- Kolkol Mountain Lodge
- De Hollandsche Molen
- Kogelberg Nature Reserve





