Holiday rentals in Middlesex County

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Top-rated holiday rentals in Middlesex County

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Top guest favourite

Guest suite in Hopkinton

5 out of 5 average rating, 14 reviews

Peaceful Studio w/ King Bed – Easy Boston Access

Welcome to your private perch in Hopkinton! This cozy studio sits at the end of a dead-end street. Surrounded by trees, walking distance to downtown, and a quick stroll to the Center Trail, it’s peaceful/ convenient. 4 mins from I-495 with easy access to Boston, Cape Cod, and all of New England. Enjoy a king bed, central AC, Wi-Fi, washer/dryer, smart TV, Nespresso machine, robes, an Afina filtered shower head, and a deck. Note: Stairs are steep and may not suit guests with mobility concerns.

Guest favourite

Guest suite in Worcester

4.89 out of 5 average rating, 449 reviews

Private Suite with separate entrance in Worcester

The suite allows maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance. The living room has mini library for guests, a 65 inch smart TV with high speed Internet and complimentary YouTubeTV local channels. The suite has a mini kitchen with mini refrigerator, freezer, microwave, air fryer, and coffee maker. It also has stocked cabinet utensils, cleaning supplies, linen closet and electric pump air mattress if necessary.

Guest favourite

Guest suite in Stow

4.98 out of 5 average rating, 93 reviews

Sisu Suite: Private one bedroom suite

Private suite with separate entrance. Locked door between suite and home. Sitting room with love seat, folding wall-mounted table/desk and chairs, tv, and kitchenette. Kitchenette includes mini fridge, microwave, coffeemaker, water kettle, and toaster. Bedroom with queen sized bed. New bathroom. 25 miles west of Boston. Minutes from pick-your-own apple orchards, winery, cider breweries, and golf courses. Backyard connects to conservation land trails. 3.3 miles from S. Acton Rail station.

Top guest favourite

Flat in Westford

5 out of 5 average rating, 19 reviews

Westford Woods Retreat

Perfect for a couple or single traveler, Westford Woods Retreat is a cozy place to be on a winter day! This centrally-located studio apartment is the place to stay when visiting the snowy mountains of New England. Nashoba Valley Ski Area is just 15 minutes away! Guests also have access to two sets of adult snow shoes with multiple snowshoeing trails within 15 minutes of the Airbnb. With a private entry to the 2nd floor, it's the perfect place to relax after a day of adventuring.

Guest favourite

Flat in Maynard

4.91 out of 5 average rating, 515 reviews

Loft Apartment Suite in Downtown Maynard

Private apartment on top floor in downtown Maynard with full kitchen, living room and bedroom/office. A warm, cozy space with plenty of natural light! Free parking on site for 1 vehicle, and only 2 miles from the Fitchburg commuter rail line, which will bring you right into North Station in Boston! Walking distance to restaurants, cleaners, movie theater, gym, golf course, shopping... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

Superhost

Guest suite in Framingham

4.84 out of 5 average rating, 79 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

An exquisite and convenient I BR Modern suite nestled between Boston and Worcester is available for you. Bright and charm w/ a . Beautiful kitchen, remodeled bathroom and a bedroom. Private entrance w/ it’s lovely courtyard to sit outdoor, a free parking spot/ WiFi. The apartment is conveniently located to Babson and Wellesley College, both within 7 miles , FSU is 1 mile train station 2 miles , easy drive to Cape Cod. For all travelers & enjoy your stay her !

Flat in Framingham

4.69 out of 5 average rating, 36 reviews

Studio in North Framingham

- Spacious and comfortable studio apartment within a 2-family home in the quiet neighborhood of North Framingham. 30 minutes to Downtown Boston 🏙 - This studio apartment has been recently renovated with everything you need for an enjoyable stay. * Private street entrance * Private bathroom * Private kitchenette with a mini fridge/freezer, electric burner, microwave, and coffee maker - 1.9 miles from Natick Mall, 1.3 miles from the Mass Pike, 0.5 miles from Route 9.

Superhost

Flat in Boston

4.88 out of 5 average rating, 25 reviews

The Lister-Luxurious Studio Near Heart of Boston

Stylish Studio Minutes from Downtown Boston! Stay just 5 minutes from the T and 10 minutes from Harvard & Boston College. This modern studio features ultra-fast WiFi, a 65" Roku TV, a comfy queen bed, a full kitchen, and an in-unit washer/dryer. Enjoy access to premium amenities including a gym, lounges, and co-working spaces. Ideal for nurses, couples, and business travelers. Walk to top restaurants, bars, shops, and Whole Foods. Parking is available upon request!.

Top guest favourite

Flat in Groton

5 out of 5 average rating, 88 reviews

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 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, BBQ, table & chairs you may use.

Top guest favourite

Barn in Acton

5 out of 5 average rating, 39 reviews

Hidden Gem

This memorable hidden gem in historical Acton, is anything but ordinary. With your own parking area and semi-private entrance this tastefully decorated guest house is close to many hot spots. The Bruce Freemen Rail Trail, Nara Park, Kimball’s farm in Westford and historical Concord just to name a few. Situated Thirty minutes west of Boston makes it easily accessible to all routes north, south, east and west.

Guest favourite

Private room in Northborough

4.95 out of 5 average rating, 172 reviews

Swan Home with warm vibes - Guest BR & Pvt Bath

You can rest in a beautiful and peaceful place and also get a super convenient location close to Route 9. It is one-of-a-kind single-family home with lakefront view! You will have a private bedroom with a queen bed and also a private attached bathroom. There is an ample closet and huge drawer. For your convenience, a working space is set up in a corner of the room with a table and a chair.

Guest favourite

Flat in Shrewsbury

4.85 out of 5 average rating, 39 reviews

New listing renovated entire Studio

Private studio in a safe place. Recently renovated. Close to various restaurants and downtown places such as The Worcester Palladium, Polar Park, DCU Center, you can explore the city of Worcester, close to major universities such as Clark University and WPI. UMass School of Medicine, Tufts Veterinary School, 1 hour from downtown Boston,