
Vacation rentals with a pool in Jamestown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jamestown
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Artist studio in the woods
Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. As of 1/1/26 booking rate will be $120 per day. Pool $20 seasonal.

Entire House & HotTub. Bring your Dog!
Get ready to soak up the sun and enjoy some fun at this Somerset vacation rental! This family and PET-friendly house features 5 bedrooms, 2 bathrooms, and a beautiful backyard you won't want to leave! Near the Rhode Island Border!! Fire up the grill and enjoy dinner al fresco before gathering around the fire pit or relaxing in the hot tub. The spacious kitchen has everything you need to prepare meals before a day of exploring Pierce Beach, hiking in Colt State Park, or Lizzie Borden history!

Bass Rocks Upper Decks, special winter rates
With 10+ years of STR history with a 5 star rating, Bass Rocks Upper Deck is new to Airbnb. This spacious loft is located in a large historic carriage house that was remodeled into 3 apartments with privacy in mind. Just 5 minutes' drive to downtown Newport and a short walk to Sachuest (Second) Beach, it has one of the best locations in the Northeast! The beautiful mile of public beach only 1500 feet away is the best in town for sun bathing, swimming, or surfing at legendary Surfer's End.

Oyster Hill
Fall in love with the Ocean State from this gorgeous 4-bedroom, 3-bath vacation home. Situated close to all that Aquidneck Island is known for — Steps from the Glen Manor Mansion, walking distance to Newport Polo, 15 minutes to downtown Newport, the Cliff Walk, and numerous beaches — this home away from home is ideal for who love life by the sea. After exploring, curl up with a good book in the sitting room or work remotely from the home office. Most rooms come with sparkling ocean views!

Stunning Farmhouse - Private Pool & Vintage Arcade
Escape to your perfect Coastal Country Retreat: Luxury Farmhouse with Pool and Vintage Arcade! This spacious 3+ bedroom, 4-bath home can accommodate up to 6 overnight Adult guests and up to 4 children 12 or under for a total of 10 guests. These limits are governed by the Middletown ordinances and they must be adhered to. Please read our full descriptions and house rules before requesting a booking to make sure the home is a great fit for your stay !! We look forward to hosting you!

Dwntwn 1BR/Pool/Gym/Parking/Hi-Speed WiFi/King Bed
Just steps away from everything that downtown Providence has to offer is our beautifully furnished upscale apartment with a view of the city & courtyard. This space offers a large fully equipped kitchen, king size bed, high speed internet, 55" smart TV w/Disney+ & Netflix. The building has a fitness center, heated lap pool, BBQ & picnic area, a concierge, resident lounge & covered parking. No car needed, we are just a short walk to all shops, restaurants, the mall & amazing Waterfire!

Nature's Nook
Beautifully decorated 4-bedroom, 2.5 bath house with views of nature from every window. This airy modern house on 5-acres offers: privacy, fire pits, picnic tables, a swimming pool, volleyball/badminton, basketball and giant outdoor Jenga games. Open floor plan for socializing & board games, with TV, internet & movies. Nearby hiking trails, large lake, & ski area. Wake up to the chatter of birds, breakfast on the deck and escape the constant noise & distractions of daily life.

Get comfy in the country!
This special place is close to everything, making it easy to plan your visit. Just 10 minutes away from town. Secluded cabin on a 57-acre farm outlooking a large paddock with 4 highland cows. This beautiful property has a neighboring golf course and trails connecting to Heritage Park. Pool. Fireplace. Amazing sunsets! Who wouldn’t want to live like Yellowstone for a little? Home of Welcome Pastures, a Nonprofit 501(c)3 organization. Portion of proceeds go towards the foundation.

Modern Home w/ Pool & Game Room | Mins to Newport
Here’s a tightened, natural version under 500 characters with the game room woven in smoothly! Escape to our upscale 5 bedroom home in Middletown, RI, just minutes from the beach and downtown Newport. Sleeps 10 comfortably and is perfect for weddings or group getaways. Enjoy the private pool, fire up the grill, challenge friends in the game room, or relax with a movie night. A prime location, plenty of space, and amenities designed for memorable stays year after year.

Jamestown:Coastal Cottage in town near beach/Nwp
The cottage is a perfect getaway in the Ocean State. It is an ideal location within walking distance of restaurants, shops, local beaches & parks. The renovated chef's kitchen is an entertainer's delight. This 3/2 home has two living rooms and high-speed internet allowing for ample work and play. The private outdoor deck features a hot tub (open during the winter), pool, fire pit, BBQ, gazebo, multiple seating areas, and a backyard for additional recreational space.

Minimal Modern Home Getaway
Relax with the whole family at this peaceful place to stay. Welcome to our Minimal Modern Home Getaway, a serene retreat perfect for families! Relax in the pool, enjoy BBQs in the spacious backyard, or unwind on the deck with outdoor furniture. Our sleek, contemporary home offers comfortable bedrooms, a fully equipped kitchen, and a dedicated workspace. Kids and pets are welcome, with toys, pool floats, and yard games provided.

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View
Welcome to the Heart of Somerset! Read our reviews & stay a while! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset. Grab a kayak, or sit back and relax and let the gentle sea breeze wash your worries away!
Popular amenities for Jamestown rentals with a pool
House rentals with a pool

Private Heated Pool • Upscale 4BR • 13 min 2 Beach

Cozy Coastal Escape in Warren | Dog Friendly

Pier Escape

Charlestown RI Oasis !

Private POOL, Central AC, Walk to beach, king MBR

Beach House in the Pier W/ POOL. Book for 2026!

Waterfront Historic Wickford Village Home!

Three bedroom home with pool, dogs considered
Condo rentals with a pool

Wyndham Onshore Waterfront 2/2 & Harbor Balconies!

August Newport Inn on Long Wharf, Waterfront Unit

Newport Oceanfront Resorts

Wyndham Long Wharf Resort |2BR King Suite

Timeshare Rental. 3rd floor Condo w/ water view

Newport Resorts

Wyndham Newport Overlook | 2BR/2BA King Bed Suite

Wyndham Long Wharf Resort |2BR King Suite
Other vacation rentals with a pool

Get Away to Winslow Farm

Hopeworth Homestead. Sleeps 10+ Pool, Beach, AC

Beautiful historic house in the heart of Bristol

Family-Friendly Beach Getaway

Private suite-2 bed/2 bath, pool/ hot tub access

Mid-Cent Artist Cape, Pool, 3B, Beaches, 22 Acres

private coastal getaway

Salt Pool, AC, Spotless, Near Beaches and Newport!
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 CAD | $197 CAD | $212 CAD | $234 CAD | $256 CAD | $382 CAD | $502 CAD | $547 CAD | $235 CAD | $238 CAD | $156 CAD | $170 CAD |
| Avg. temp | -2 °C | -1 °C | 3 °C | 8 °C | 13 °C | 18 °C | 22 °C | 21 °C | 17 °C | 11 °C | 6 °C | 1 °C |
Quick stats about vacation rentals with a pool in Jamestown

Total vacation rentals
Explore 340 vacation rentals in Jamestown

Nightly prices starting at
Jamestown vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 2,260 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
340 of Jamestown vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Jamestown rentals

4.7 Average rating
Jamestown stays receive an average rating of 4.7 out of 5 from guests
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