Holiday rentals with a pool in Worcester County

Gather, Cook & Unwind, 3BR, Fireplace

A private resort — without leaving Worcester. Heated pool, fire table, garden courtyard … your own enclosed escape. ★ "Tania’s place was much more than a place….it was a full on fabulous experience." 🏊Heated Pool (to 81F) 🌿 Courtyard w. lounge + garden 🔥Patio w/ Zen fire table* 🍽️ Natural gas + charcoal grills 💧 Reverse osmosis water filter 66” smart TV projector ❄️ Central air conditioning 🔥Indoor gas fireplace 📶300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.

Farm Living

We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, donkeys, peacocks, emu, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer and enjoy the peacefulness. Please inquire about kayak rentals. We also have a game room available to rent. See photos

Barn in Ashby

guest suite in attached barn. 1 queen sized bed. Large couch with pull out footrest NO KITCHEN. There IS a Coffee machine, Microwave, & mini fridge in your suite. wifi & roku TV. Elliptical machine in the barn basement. There is no kitchen in this unit. ****Pool opens JULY 11th due to maintenance********* By Car: 6 minutes to Mount Watatic state park 11 mins to Fitchburg State University 13 mins to Cushing Academy 13 mins to Fitchburg Commuter Rail 18 mins to Franklin Pearce University

Shared Hot Tub: Historic Cottage, Walk to Elm Park

Walk to Shops & Restaurants | Convenient Rail Access to Boston & Fenway Park A true hidden gem, this vacation rental offers hassle-free access to Boston's top sights without the stress of city driving or paid parking. Worcester’s Union Station makes it easy to hop on the MBTA — leave the car parked and adventure, then return to the comfort of Worcester at the end of the day. The home is ideal for sports fans, culture lovers, and those who want big-city access with suburban peace. Book today!

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.

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 4 futons/mattresses. 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!

Cozy house in Rutland MA 3 beds and 1 office space

Family-Friendly Getaway Unwind in this cozy, nature-filled escape Car Rentals 2017 Porsche Macan Living Room with a 85" TV/ Electric Fireplace 1) Master bedroom King size bed 75" TV 2) 2 Queen size beds each bedroom has a 65" TV Boat /Kayak rental during summer is perfect for families and friends to enjoy fishing and relaxing time. Nestled in a serene, woodsy setting, our home offers, relaxation, a firepit for cozy nights, and easy access to nearby attractions. Perfect to relax.

Ellen Elizabeth Estates - The Kristen Leigh Apt.

Please ask if interested in long term discounts being offered . ✨ Restored 1956 Estate ✨ Original swirl ceilings, golden, warmth, hardwood floors, and mid-century charm — lovingly preserved with modern comfort. A rare stay where history meets home. * Full kitchen, full bathroom, dining room , • The Swirl Ceiling Room – to showcase that rare craftsmanship living room, beautiful Queen size bed , solid oak headboard - classic - baseboard New England charm, assigned parking, quick wifi

1790 Stone Manor Farm

This historic New England farm and home is on almost 7 acres of land with mature gardens and places to hike, it is a warm and inviting place to spend lovely summer days by the pool and enjoy warm nights by the fire in the fall and winter. Kitchen and bathrooms all renovated. Located centrally in Ma- 90/495 interchange. Located 45 minutes from Boston, beach, history, mountains, lakes, & NE sports. This home is in historic Hopkinton, where the Boston Marathon starts, center of MA.

Pool•1000mbpsWiFi•DeepTub•Fireplace•Full Kitchen

Welcome to Echo Point™️ Luxury Home 15min drive to Wachusett Mountain [The Space] Amenities and services → large 40x20 Pool (memorial day-9/1)SemiPrivate → Well-equipped kitchen → King Bed | Queen Bed | 2 Full beds → AC in all main rooms (memorial day-9/1) → Netflix/Roku → 6 seat Dining → On-Site Parking → Garden patio → Prep Vanity Add my listing to your Wishlist by clicking the ❤️ in the upper-right corner. Entire space is included in this rental. Please, make yourself at home.

Cedar Ridge: House

HOUSE in CT’s Quiet Corner: Renovated house bathed in light, with nice stunning hilltop views. Relax on its patios and small swimming pool, stroll along its forest paths, Located in New England's "Last Green Valley National Heritage Corridor" offers multiple attractions, home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities. NOTE: RENTED DOWNSTAIRS APARTMENT. OWN PRIVATE ENTRANCE. DOES NOT SHARE OUTDOOR SPACE, PATIO, OR POOL

Farmhouse Guest Apartment

Welcome to our quiet private guest apartment! Our property, is surrounded by fields, woods, gardens, and a pond. You will enter through a shared entrance & stairway to the second floor in our home, but have an entire 725 sq. ft. guest apartment all to yourself that includes a living room, full kitchen, bathroom, and large bedroom with a desk. It has ample light with views of fields, stone walls, Christmas trees and our barn. Out back we have a pool, table & chairs you may use.