Hotel holiday rentals in Massachusetts

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Top-rated hotel rentals in Massachusetts

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Guest favourite

Hotel room

5 out of 5 average rating, 15 reviews

No. 4 Petite Queen - Union Street Inn

Welcome to Union Street Inn-Nantucket's standard bearer for exquisite interiors, impeccable service and exclusive experiences. Guests from New York City, New England and around the world travel by air and sea to unwind in style under our historic roof. Our award-winning inn makes the perfect home base for romantic retreats to the island in spring, summer and autumn. Plan your visit and see what's new to do, taste and enjoy on Nantucket. Our island location necessitates a strict cancellation policy (ours mirrors the Nantucket Lodging Association's). Due to occasional weather related ferry/plane service interruptions, we highly recommend travel insurance (please see below for cancellation/travel insurance details). Six weeks prior to arrival, we will email you a list of our favorite restaurants with links to menus and reviews. For high season restaurant reservations, when possible, please contact us four to five weeks prior to your arrival. We are happy to make your reservations. Our check-in time is normally 3 p.m. However if you arrive early and your room is not ready, we will be happy to store your luggage. Check-out time is 11 a. m. All rooms have hair dryers and beach bags with towels, bottled water, and magazines. We are a non-smoking inn. Don't hesitate to contact us to help plan your visit to the island. We are here to help you make the most of your time on Nantucket. We look forward to your visit! All the best, Kevin Condé Nast: "Impeccable New England-by-way-of-France style." T+L: "Of all the historic houses-turned-inns, this is by far the most stylish" Tripadvisor: "The no. 1 small hotel in America." Boston Magazine: "Best Nantucket boutique hotel"

Superhost

Hotel room

4.91 out of 5 average rating, 11 reviews

Three bedrooms for travel group/excellent location

The Tivoli Inn is a charming Victorian Gingerbread house. The inn is walking distance to all downtown shops and restaurants, in-season ferry terminals, beach, and public transportation. This listing is 3 bedrooms of 6 bedrooms at the Tivoli Inn. These are the family/group travel rooms which share 1 full bathroom, 1 lovely outdoor shower, and an extra sink in 1 of the 3 bedrooms. Bring your flip flops to enjoy the outdoor shower! There are 3 full size beds and one twin bed...a total of 4 beds.

Guest favourite

Hotel room

4.87 out of 5 average rating, 171 reviews

Charming Cape Cod Boutique Hotel

Among restaurants and businesses on a leafy street, this informal hotel is 2 miles from both Bass River Beach and the Whydah Pirate Museum, and 6 miles from Barnstable Municipal Airport. Bright, relaxed rooms with a Cape Cod vibe feature free Wi-Fi, flat-screen TVs and sitting areas. Upgraded rooms add living areas. Parking is complimentary, as is continental breakfast served in a casual dining room. Other amenities include an outdoor pool, a furnished terrace and a lounge area.

Superhost

Hotel room

4.95 out of 5 average rating, 55 reviews

Deluxe Oceanview Plymouth Waterfront Condo

The Harbourtown Suites condominium is located right in the middle of historic, downtown Plymouth. The best locations in town are all within walking distance from the condo. Enjoy everything Plymouth has to offer right outside your door! Walk to restaurants, pubs, breweries, historical sites, antique shops, art studios, museums, beaches, parks, whale watching and deep-sea fishing. The brand-new condo directly overlooks Plymouth Bay with a private balcony facing Main Street.

Superhost

Resort

5 out of 5 average rating, 16 reviews

Pleasant Bay Village Resort - Extra Deluxe Queen

All accommodations at Pleasant Bay Village Resort are located in small single story buildings accessed from the gardens. The Extra Deluxe Rooms with two Queen beds are our largest hotel style rooms set in a quiet, peaceful section of the property with a short walk to the pool & hot tub. We are a family friendly Hotel, NO PARTIES only peaceful enjoyment while respecting all guests and neighbors. Rate is based on 2 people, $20/night for each additional person.

Guest favourite

Hotel room

4.95 out of 5 average rating, 21 reviews

Deluxe Black King Suite @ Frederick William House

The Deluxe Black King Suite...beautifully appointed, Cal-King pillow-top bed, featuring garden and courtyard views is located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park. Stay includes bike rentals. Enjoy being a short walk to the Steamship Authority parking & shuttle to the ferry boat. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. 139 private and public beaches to choose from.

Guest favourite

Hotel room

4.89 out of 5 average rating, 37 reviews

Superior Queen - John Randall House (private bath)

In the center of Provincetown with on site parking, just one block off lively Commercial Street, The John Randall House delivers a tranquil boutique experience in the heart of the most unique village on Cape Cod. A bed and breakfast that is also part art gallery, this Victorian-style inn features contemporary works by local and national artists alongside stylish furnishings. The Inn also features two outdoor spaces for rest and relaxation.

Guest favourite

Hotel room

4.89 out of 5 average rating, 164 reviews

Wellfleet Center Oasis Room 1

Beautiful, newly renovated room with connected private bath in lovely downtown Wellfleet private home. Room includes TV, Microwave & Mini Refrigerator This much sought after town location gives you the freedom to walk to shops, restaurants, galleries, public transportation, town pier and bay beach. This quiet location is just one short block to Main Street. (Please note: We are unable to accommodate infants, children and pets.)

Superhost

Hotel room

4.94 out of 5 average rating, 16 reviews

Fully reno’d, overlooking the blue harbor

- Summer vacay: all about a nod to the past. Live up nostalgia dreams in this grown-up version of summer break, all year round. - An inn hosting guests for more than a century, recently restored and renovated to its retro glory. - Old-timey movies, ping pong, even Twister in the game room; we also love the porches with pretty panoramic harbor views.

Guest favourite

Hotel room

5 out of 5 average rating, 21 reviews

Innkeeper’s Quarters in a Locally-Rooted Hotel

The coziest room in our House, the Innkeeper's Quarters is for travellers with an appreciation for simple pleasures. Live like our nonchalant innkeeper, who has a flair for cultivating the island’s botany, soaking in Le Labo bath amenities, relaxing in Revival New York linens, and unwinding to soothing sounds on a Marshall speaker.