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

Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

Garden Level Suite with Beautiful Pool
Enjoy complete privacy and 900+ square feet of living space in the ground floor suite/apartment of our home. Complete with its own private entrance and personal garage - our ground floor suite is your own private domain. There is one king bed, one queen bed, and a comfy sectional couch. Enjoy a small kitchenette for simple cooking inside, and an alfresco BBQ for bigger cooking. There is plenty of living space inside and out! A new washer/dryer unit will take care of all the pool towels used!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Secluded Farmhouse - Studio Apartment Style Unit
Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

The Magic Red Barn with Heated Salt Pool
Experience countryside magic just one hour from NYC! Enjoy nature’s wonderland, nearby farmers’ markets, and scenic trails. Indulge in our heated saltwater pool for a perfect retreat. Stay in a renovated 1,000 sq ft luxury loft on the second floor of a private barn featuring: 1 king, 2 queen, 1 toddler bed, full kitchen (half-size fridge, mini freezer), microwave, and full-size oven. Ideal for guests seeking escape. Enjoy complete privacy—no other guests. Fiber optic Wi-Fi.

Cozy, Modern Retreat in the Woods of Cold Spring
Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Hilltop House w/POOL/SPA- HOST & Co.
Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open and heated May 15th to Sept 15th.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.
Popular amenities for Newtown rentals with a pool
House rentals with a pool

Bluewater Lodge at Candlewood Lake

Hidden gem steps to town w/ pool/deck/grill/sonos

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

Country retreat on 4 private acres

Port Jefferson Convenient, Cozy and Chic!

Serene Lakeview

Farm Valley Cottage + 60 ft Pool
Apartment rentals with a pool

Quiet 1BR Condo • 10 Min to BDL • Free Parking

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

Cozy, charming retreat in Wallingford.

Beautiful 1 BR 1 BR in the heart of yonkers

1856 Trading House close to water

Weekend Condo in Westport

A Unique Piece of Paradise, Water Front pool
Other holiday rentals with a pool

Designer Home w/ Heated, Salt-Water Pool

Cold Spring Village Maisonette with Pool

The Dahlia Villa within Westerhall Gardens

Dream Home w/ Pool & Basketball Court on 3 Acres

Cozy studio unit

Cozy Cabin w/ Heated Pool, Hot Tub and Open Fields

Log House, sits on 3acres. A retired mini farm.

The Cottage at Apple Hill
Quick stats about holiday rentals with a pool in Newtown

Total holiday rentals
Explore 20 holiday rentals in Newtown

Nightly prices starting at
Newtown holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Newtown holiday rentals include wifi access

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

4.9 Average rating
Newtown stays are highly rated by guests – averaging 4.9 out of 5!
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- House rentals Newtown
- Rentals with a patio Newtown
- Fitness-friendly rentals Newtown
- Rentals with a washing machine and dryer Newtown
- Rentals with outdoor seating Newtown
- Pet-friendly rentals Newtown
- Rentals with a firepit Newtown
- Rentals with lake access Newtown
- Rentals with a fireplace Newtown
- Family-friendly rentals Newtown
- Rentals with pools Fairfield County
- Rentals with pools Connecticut
- Rentals with pools United States
- Yale University
- Bronx Zoo
- Fairfield Beach
- Thunder Ridge Ski Area
- New York Botanical Garden
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Bear Mountain State Park
- Mount Southington Ski Area
- Yale University Art Gallery
- Sherwood Island State Park
- Sleeping Giant State Park
- Ski Sundown
- Compo Beach
- The Met Cloisters
- Inwood Hill Park
- Benmarl Winery
- Wesleyan University




