Holiday rentals with a pool in Auburn

4.97 out of 5 average rating, 326 reviews

Flat in Waltham

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)

5 out of 5 average rating, 129 reviews

Home in Somerset

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!

4.99 out of 5 average rating, 188 reviews

Farm stay in Thompson

Rustic Farmette Studio w/Pool & yearround 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.

4.94 out of 5 average rating, 238 reviews

Home in Woodstock

Cedar Ridge: House or House+Apartment

2 OPTIONS: HOUSE or HOUSE+APARTMENT In CT’s Quiet Corner: renovated 2-level house bathed in light, with nice flower beds and stunning hilltop views. Relax on its patios and in its small swimming pool, stroll along its forest paths, observe birds (including birds of prey) and other wildlife. New England's "Last Green Valley National Heritage Corridor" offers multiple attractions and is home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities.

4.95 out of 5 average rating, 154 reviews

Home in Hopkinton

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. Great pool and hot tub!

5 out of 5 average rating, 132 reviews

Guest suite in Enfield

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Guest suite in Hubbardston

4.99 out of 5 average rating, 119 reviews

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

4.98 out of 5 average rating, 139 reviews

Home in Scituate

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. Pool has surcharge $20 if weather is good during your stay.

4.96 out of 5 average rating, 100 reviews

Home in Worcester

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

★ "Tania’s place was much more then a place….it was a full on fabulous experience." ☞ Courtyard w. lounge + garden ☞ Patio w/ zen fire table* ☞ Natural gas + charcoal grill ☞ Reverse osmosis water filter ☞ 66” smart TV projector ☞ Air filter + purifier: whole house ☞ Apple Home pod mini's ☞ Indoor gas fireplace ☞ 300+ Mbps wifi For non-smokers. No smoking inside or outside. 8 mins → DT Worcester (cafe, shops, dining) 17 mins → Worcester Regional Airport ✈

4.85 out of 5 average rating, 157 reviews

Home in Burrillville

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

4.93 out of 5 average rating, 188 reviews

Guest suite in Brooklyn

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.

4.96 out of 5 average rating, 121 reviews

Flat in Holliston

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.

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House rentals with a pool

4.94 out of 5 average rating, 157 reviews

Home in North Andover

Nana-tucket Inn

AdamRating, 5 stars1 week ago

The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

5 out of 5 average rating, 18 reviews

Home in Newton

Villa with private Pool in Boston's Elite Enclave

BrandonRating, 5 stars2 weeks ago

We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.

4.85 out of 5 average rating, 96 reviews

Home in Barrington

Cozy Barrington Home with a Private Pool

BeckyRating, 5 stars5 months ago

Reina’s place was exactly what we needed! Convenient, clean, very comfy bed. Will stay here again!

4.78 out of 5 average rating, 27 reviews

Home in Bristol

HUGE family house. Sleeps 10+ Pool, Beach, AC

WaltRating, 5 stars11 months ago

We filled Shael's place with family for the weekend wedding of our granddaughter, and it was perfect. The wedding and reception were less than 10 minutes away and Bristol is a great little town. We weren't able to enjoy the pool due to the weather but it was beautiful, as was the whole huge house.

4.96 out of 5 average rating, 45 reviews

Home in Warren

Cozy Coastal Escape in Warren | Dog Friendly

KimRating, 5 stars4 days ago

My husband and I had a lovely stay in this listing over Memorial Day weekend. The home itself and particularly the view were even more beautiful than pictured. Elena is a fantastic host - flexible, accommodating, and always quick to respond to any request. The adorable town of Warren, which is a few minutes drive away, boasts countless restaurants, bars, art galleries, boutiques, and more. I could not more highly recommend this home for couples, families, or groups of friends looking for a fantastic waterfront getaway.

4.88 out of 5 average rating, 25 reviews

Home in Canton

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars2 weeks ago

Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!

4.73 out of 5 average rating, 33 reviews

Home in Wickford

Waterfront Historic Wickford Village Home!

JillRating, 5 stars7 months ago

We stayed for only 1 night. The description and reviews are accurate. The house was exactly what we needed. The location is great with an easy walk into town. Our son caught 3 fish off the dock. We loved our quick stay and would absolutely stay again.