Where to stay in Massachusetts • 4 and 5 Star Luxury Properties

WHERE TO STAY IN MASSACHUSETTS

Browse our guide of Massachusetts’s top Four and Five Star Hotels, Airbnbs, and Vacation Rental Properties.

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Boston Yacht Haven – Boston, Massachusetts

This waterfront inn features an on-site marina that is filled with boats during the summer season.

Crowne Pointe Historic Inn Adults Only – Provincetown, Massachusetts

Located on Cape Cod, this Provincetown, adults-only inn is less than 2 miles from Herring Cove Beach and offers on-site facilities like a sauna,...

Inn at Cook Street – Provincetown, Massachusetts

In the heart of Provincetown s art gallery district, the historic Inn at Cook Street was originally built in 1836.

Frederick William House – Falmouth, Massachusetts

Located in Falmouth directly on the Shining Sea Bikeway, 0.

Captain’s House Inn – Chatham, Massachusetts

Set on 2 acres of beautifully landscaped English gardens, this Chatham B&B is housed in an historic sea captain s estate that dates to 1839.

Brewster Green Resort, a VRI resort – Brewster, Massachusetts

Located just off Route 6A and occupying 17 wooded acres, this resort features a variety of sports courts and 2 pools.

Harbourtown Suites on Plymouth Harbor – Plymouth, Massachusetts

Harbourtown Suites on Plymouth Harbor features air-conditioned rooms in Plymouth. This condo hotel offers free private parking and full-day security.

Ashley Inn – Edgartown, Massachusetts

Located in the heart of Edgartown on Martha s Vineyard, this inn is 1 mi from the Edgartown Lighthouse.

Kingfisher Harwich Port – Harwich Port, Massachusetts

Renovated for the 2023 season, Kingfisher Harwich Port offers guests an uncomplicated Cape Cod vacation.

Yankee Clipper Inn – Rockport, Massachusetts

Overlooking the Atlantic Ocean, this Rockport inn offers free Wi-Fi, a seasonal outdoor pool, and themed rooms equipped with 55 inch flat-screen TV'S.

Vacation Village in the Berkshires – Hancock, Massachusetts

Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities.

The Winstead Inn – Harwich, Massachusetts

Located in the village of Harwich center, this Cape Cod hotel features a seasonal heated saltwater pool and a lush garden area.

The Porches Inn at Mass MoCA – North Adams, Massachusetts

Located across from the Massachusetts Museum of Contemporary Art, this inn offers on-site art exhibitions and an outdoor pool with heated pool deck.

The Ponds at Foxhollow by Capital Vacations – Lenox, Massachusetts

Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 2.5 mi from Tanglewood.

The Old Inn On The Green – New Marlborough, Massachusetts

Located in New Marlborough, 17 miles from Norman Rockwell Museum, The Old Inn On The Green provides accommodations with a seasonal outdoor swimming pool,...

The Oak Bluffs Inn – Oak Bluffs, Massachusetts

Featuring scenic gardens on the grounds, this inn is located just a 2-minute drive from Martha s Vineyard Ferry in Oak Bluffs.

The Mansion at Ocean Edge Resort & Golf Club – Brewster, Massachusetts

Offering access to a private beach and both an outdoor pool and an indoor pool, The Mansion at Ocean Edge Resort and Golf Club is located in Brewster.

Inn on Boltwood – Amherst, Massachusetts

Located in the heart of historic Amherst, this hotel features uniquely decorated rooms with views of the town.

The Inn at Scituate Harbor – Scituate, Massachusetts

Featuring panoramic views of the Scituate Harbor, this hotel has a heated indoor swimming pool.

The Inn at Newton Highlands – Newton, Massachusetts

The Inn at Newton Highlands is located in Newton, just 6.4 miles from Fenway Park and 6.6 miles from Boston Museum of Fine Arts.

The Inn at Hastings Park, Relais & Châteaux – Lexington, Massachusetts

The Inn at Hastings Park is located in Lexington, Massachusetts and is 15 mi from Boston.

The Inn at Cape Cod – Yarmouth Port, Massachusetts

This Cape Cod bed and breakfast features a full gourmet breakfast served daily, as well as free Wi-Fi access throughout.

The Club at New Seabury – Mashpee, Massachusetts

The Club at New Seabury features a hot tub and free private parking, and is within a 18-minute walk of South Cape Beach and 16 miles of Sandwich Glass...

The Beacon Waterfront Inn – Hull, Massachusetts

Located in Hull in the Massachusetts Region, 0.7 mi from Nantasket Beach, The Beacon Luxury Waterfront Inn features a terrace and views of the sea.