Boutique hotel holiday rentals in Massachusetts

Find and book unique boutique hotel rentals on Airbnb

Top-rated boutique hotel rentals in Massachusetts

Guests agree: these boutique hotel rentals are highly rated for location, cleanliness and more.

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Guest favourite

Hotel room in Nantucket

5 out of 5 average rating, 22 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"

Guest favourite

Hotel room in Beverly

4.81 out of 5 average rating, 104 reviews

King Room - Downtown Beverly Hotel

Our inviting 13-room, boutique hotel is located in the heart of downtown Beverly, MA. This vibrant city offers beaches, bars, theaters, restaurants, and breweries right outside our hotel door. We offer locally sourced amenities including Atomic Coffee (Beverly), Harbor Sweets chocolates (Salem) , and Firsthand Supply bath amenities (Beverly). The Cabot Lodge mixes Caribbean and colonial American influences to create a bright and clean space, adorned with vintage antiques. Lodge like a local!

Superhost

Hotel room in Great Barrington

5 out of 5 average rating, 3 reviews

Prime Berkshires Studio|WiFi|Sleeps 4|Pet-friendly

Perfect for a family or friend getaway with or without your dog in tow, this unit features two luxury pillow-top queen beds, premium linens, a dining table and chairs for work or eating, a sparkling clean bathroom with a shower and a separate sink/vanity area, Roku Smart TV, and individually controlled AC and heat. Quiet, comfy, and comes with full access to East Rock Inn's outdoor dining tables and Adirondack chairs for lounging or enjoying your morning coffee while listening to birdsong.

Top guest favourite

Hotel room in Lee

5 out of 5 average rating, 8 reviews

Cozy 2-bedroom apartment with WiFi, fitness room

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Superhost

Hotel room in Ipswich

5 out of 5 average rating, 4 reviews

Ipswich Inn | Wilcomb Suite | Wetbar+Smart TV

Welcome to The Wilcomb Suite, a newly renovated room with en-suite bathroom on the 3rd floor of the historic Ipswich Inn. Unwind on the King sized Brooklyn Bedding bed and enjoy morning coffee from the keurig at the wet bar. Your space includes local boutique bath amenities and a Smart TV with Youtube TV (150+ channels!). Smartlock ensures an easy self-check in process. Enjoy easy walkability to downtown Ipswich shops, restaurants, and cafes and a short drive to beautiful Crane's Beach!

Guest favourite

Hotel room in Winthrop

4.88 out of 5 average rating, 32 reviews

(S300) Winthrop Boutique Hotel Airbnb

🌊 Welcome to Winthrop! Discover the charm of this quaint seaside town just minutes from downtown Boston. From your doorstep, you can stroll to 🏖️ serene beaches, 🌳 scenic parks, and cozy local eateries that capture the spirit of New England’s coast. Whether you’re seeking a peaceful retreat by the ocean or planning to explore Boston’s historic landmarks, vibrant neighborhoods, and world-class dining, ✨ Enjoy the calm of the shoreline with the convenience of quick access to the city.

Superhost

Hotel room in Winthrop

4.57 out of 5 average rating, 14 reviews

(S304) - Cozy Studio Retreat with Parking

Superhost

Hotel room in Oak Bluffs

4.88 out of 5 average rating, 43 reviews

Porch Room 1 queen bed

The Porch Room has a queen bed and private shower room and half bath located next door to the room in the hallway. This bedroom also has its own entrance to the wrap around porch. The Porch room is one of six rooms at the Tivoli Inn. The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and a clean and friendly atmosphere. The inn is walking distance to all downtown amenities including town beach, seasonal ferry terminals and public transportation.

Superhost

Hotel room in Cummington

4.82 out of 5 average rating, 96 reviews

Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

Hotel room in Salisbury

4.78 out of 5 average rating, 9 reviews

Large King - 11, Guest House

Newburyport Hidden Gem: Experience a luxury harbor-front retreat. Steps away from a lively downtown, you have easy access to pristine beaches, charming boutiques, and exquisite dining. Join us at 'The Slip', where coastal elegance meets the art of fine dining. Nestled alongside Guest House, the restaurant promises an unparalleled culinary journey, offering a sublime experience that harmonizes sophistication with a welcoming atmosphere.

Hotel room in Nantucket

4.92 out of 5 average rating, 12 reviews

Classic Queen - Hotel Pippa

Hotel Pippa is Nantucket's newest style icon-an imaginative combination of midcentury design, contemporary elegance and island charm. Curated interiors highlight architectural details with a discerning sense for bold color and provocative artwork. Located in the heart of downtown, the hotel sits steps from Nantucket's most exciting galleries, restaurants, boutiques and more. Book your stay and see Nantucket through fresh, modern eyes.

Guest favourite

Hotel room in Falmouth

4.91 out of 5 average rating, 65 reviews

Glendale Petite @ Frederick William House

The Glendale Petite Room is Double Deluxe Room at Frederick William House. Located on the Shining Sea Bikeway in Falmouth Massachusetts across the street from Goodwill Park. Your stay includes bike rentals. 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. Beach passes are available allowing access all 139 private & public beaches.