
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!

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.

The Denison Markham Carriage House
Ideal location! Situated on a grand avenue just steps from Roger Williams Park and a few hundred yards from Narragansett Bay. The Norwood Carriage House is ideal for travelers that want to be close to DownCity Providence (3 miles), all the major hospitals, Brown University, Johnson & Wales, Water Fire events, and the PVD airport. Explore Providence and environs from this beautifully-appointed carriage house filled with art and light. Safe and secure with off-street parking.

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.

Cozy Coastal Escape in Warren | Dog Friendly
Welcome to River's Edge Retreat! With captivating views of the Kickemuit River, our home promises a truly relaxing stay. Unwind in spacious, light-filled living areas, designed with utmost comfort in mind, and enjoy outdoor fun with the refreshing pool, an outdoor BBQ grill, and a cozy outdoor dining area. Located in historic Warren, River's Edge Retreat offers the perfect balance of tranquility, family bonding, and convenient amenities at our idyllic riverside haven.

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.

Great country getaway
Quiet country 1895 victorian living.House is in a small neighborhood on a main road across from a cemetery. All bedrooms are located on the 2nd floor, may not be suitable for those with mobility issues,family owned wineries nearby and a micro brewery. 20 min to major highway. Small downtown village area with restaurants and groceries. 30 min from Bryant University and about one hour from Newport, Boston and beaches. Hosts live two houses away
Popular amenities for Jamestown rentals with a pool
House rentals with a pool

Pier Escape

Minimal Modern Home Getaway

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

Heated Salt Water Pool! 3 bedrooms & 2.5 bath

2-Acre Retreat w/ Firepit | Walk to Boston Train
Condo rentals with a pool

Wyndham Onshore 2 Bedroom

August Newport Inn on Long Wharf, Waterfront Unit

Newport Oceanfront Resorts

Timeshare Rental. 3rd floor Condo w/ water view

Newport Resorts

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

Wyndham Newport Onshore|1BR/1BA Balcony King 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

Timeshare overlooking Narragansett Bay

Charlestown RI Oasis !

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

WFH Friendly: Cozy Winter Retreat in Bristol!

private coastal getaway
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,743 GYD | G$29,896 GYD | G$32,179 GYD | G$35,501 GYD | G$38,823 GYD | G$57,923 GYD | G$76,192 GYD | G$83,043 GYD | G$35,709 GYD | G$43,390 GYD | G$39,861 GYD | G$29,688 GYD |
| 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 G$12,456 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
340 of Jamestown vacation rentals include wi-fi 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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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Ocean Beach Park
- Easton Beach
- Onset Beach
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Pinehills Golf Club
- Gillette Stadium
- South Shore Beach
- Mohegan Sun
- New Silver Beach
- Mystic Seaport Museum
- East Matunuck State Beach
- Fort Adams State Park
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- Popponesset Peninsula




