Vacation rentals with a pool in Milford

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Milford

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Villa in Norwich

4.91 out of 5 average rating, 120 reviews

Private Villa 1mi from Casino! New King Bed

Relax at this villa condo that is at the Norwich Inn and Spa. Only 1 mile from Mohegan Sun, this condo a great secret escape after a night of fun at casino. Or as a quaint and quiet spa retreat! This studio condo has an open floor plan. A NEW King-size bed and a pull out couch. Living room suite area. Fireplace and desk area. Full-size kitchen and refrigerator. Private deck, shded by trees. The Club house has shared spa amenities; including fitness, dry sauna, whirlpool, and seasonal pools.

Guest favorite

Rental unit in Waltham

4.97 out of 5 average rating, 273 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest favorite

Home in Somerset

5 out of 5 average rating, 104 reviews

Beachfront W/ HotTub,Sauna, Pool & Panoramic view

Welcome to the Heart of Somerset! 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 of the Braga Bridge, Mt. Hope Bridge & Bay, Bristol, Tiverton Rhode Island & the Fall River cityscape on the horizon. Grab a kayak or relax, soak up the sun & let the gentle sea breeze wash your worries away!

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 162 reviews

Rustic Farmette Studio w/ Pool and Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 191 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Guest favorite

Condo in Norwich

4.95 out of 5 average rating, 130 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

Guest favorite

Home in Burrillville

4.84 out of 5 average rating, 151 reviews

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. 4.6 miles from the Conjuring House.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

Guest favorite

Guest suite in North Smithfield

4.92 out of 5 average rating, 126 reviews

*Country style 2 Bedroom Pet Friendly Guest Suite*

Bring the whole family to this countryside Mini Resort with lots of room for fun. Pet friendly, spacious 2 bedroom, tv in both, full applianced kitchen, bathroom with handicapped shower, washer & dryer. Dining room with coffee station, gorgeous living room with access to a bright sun room overlooking the patio and the large all fenced in yard with pool and fire pit. Separate entrance, with no steps, parking for 3 cars. 1 minute from the highway! 10 minutes from Bryant University.

Guest favorite

Home in Hopkinton

4.94 out of 5 average rating, 145 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 2 futons and a mattress. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed. My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families.

Guest favorite

Rental unit in Norwich

4.88 out of 5 average rating, 287 reviews

Cozy Stay w Pool 4 mi to Mohegan, 7 mi to Foxwoods

THE POOL OPENS MEMORIAL DAY! Welcome! This is a 2-family home. So there are a total of two units who have access to the pool. This centrally located spot is the perfect getaway to escape the hustle and bustle of the big city and enjoy a more relaxed pace of life. The unit can comfortably accommodate up to 4 people. Feel free to use the grill of course, but you may have to fill the propane tank. You can do so at the Walmart which is 12 minutes away!

Guest favorite

Guest suite in Brooklyn

4.93 out of 5 average rating, 173 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

Guest favorite

Rental unit in Holliston

4.96 out of 5 average rating, 119 reviews

Lake Link

Beautiful fully stocked 2 BR apartment located in Holliston Historic District. Top of the line swimming pool with waterfall and hottub (May 31-Sep 30). Full kitchen, full bath, washer/dryer, central heat and AC, fireplace, wireless internet, Cable TV with almost all premium channels available, private driveway and entrance. Sorry, but no pets allowed. Note: COVID19- We require all eligible guests to be vaccinated or have 72 hr negative test.