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19 Hotels

Dockside Inn

Martha's Vineyard (Massachusetts)

21-room B&B with fantastic dockside location in Martha's Vineyard. Rooms and suites have been recently renovated and feel cosy yet modern. All open out onto a shared terrace, and there is large sundeck, hot tub and sauna to return to after a day exploring. Generous complimentary snacks are offered.

  • Beach Life - Famous Oak Bluffs Town Beach is just 200m away. Beach chairs, umbrellas, coolers, toys and towels are all offered complimentary
  • Families - Unlike many boutique B&Bs in the area, children are welcome and there are games and toys available for them to use
  • Local exploring - This well-located B&B is close to everything that matters; ferry port, beaches, restaurants, shops and activities
  • Sights nearby - Take a guided historical tour of the island, including a visit to of all six towns and a stop at cliffs of Aquinnah
from CA$171 for 1 room, 1 night including taxes & fees
Mansion House

Martha's Vineyard (Massachusetts)

A charming clapboard mansion, overlooking the harbour on Martha's Vineyard. Rooms are cosy, understated and elegant with huge windows, hard wood floors and bright cheerful colours. The sit out terrace commands incredible views of the bay. Full of natural charm and 'that island feeling!'

  • Kayaking - Explore the rich wildlife on Island Spirit Kayaks; or the calm North shore waters, sandy public beaches and inland harbors.
  • Sailing - With Atlantic Yachting you can charter a private boat, take a sailing lesson or just sit back a relax.
  • Restaurant - Copper Wok is just next door
  • Swimming Pool - Indoor year round pool.
from CA$179 for 1 room, 1 night including taxes & fees
Harbor View Hotel

Martha's Vineyard (Massachusetts)

This 1891 coastal hotel has over 100,000 cedar trees, an outdoor pool and views of Edgartown Harbour. Light comfortable rooms with modern bathrooms and vineyard views. The Lighthouse Grill focuses on fish and steak, whereas the North 41 is poolside. Head to Henry's Hotel Bar for cocktails and tapas.

  • Sights nearby - Five lighthouses in Martha’s Vineyard are the most diverse in a small, contained area in the country.
  • Birdwatching - Over 300 species of birds are known to commonly inhabit and frequent Martha’s Vineyard.
  • Restaurant
  • Great walks
from CA$182 for 1 room, 1 night including taxes & fees
Lambert's Cove Inn, Farm & Restaurant

Martha's Vineyard (Massachusetts)

Small farmhouse resort resting in manicured lawns with heated pool, and award winning restaurant whose menu incorporates fresh local ingredients. Rooms are classically done but with a very contemporary feel. Relax or explore the local area on one of the complimentary bikes. A stunning spot!

  • Restaurant - Award winning restaurant with regularly changing menus and dishes cooked from ingredients as local as possible
  • Sights nearby - Lambert's Cove Beach nearby is private and requires a free pass from reception.
  • Great walks - The gardens are yours to explore.
  • Spa
from CA$249 for 1 room, 1 night including taxes & fees
The Oak Bluffs Inn

Martha's Vineyard (Massachusetts )

Iconic lighthouse design grafted onto a 19th-century Victorian home has created an eccentric but stylish B&B in a delightful seaside town. Nine rooms and a penthouse are done up in bright, calming, seaside colours, with stylishly designed fabrics. Great hosts and beaches close by. Delightful!

  • Beach Life - A stay on Martha's Vineyard is all about lazy days on the beach and there are three within walking distance
  • Total relaxation - A holiday here is all about relaxing and recharging & there are no TVs in the the rooms here!
  • Local exploring - Oak Bluffs is a great base for exploring the rest of Martha's Vineyard either by car or bike
  • Fishing - Can be arranged locally, or try your luck at casting a line on the town Fishing Pier
from CA$210 for 1 room, 1 night including taxes & fees
Summercamp Hotel

Martha's Vineyard (Massachusetts)

An old Methodist summer camp, turned funky upscale boutique hotel in Oak Bluffs. The interiors have been carefully selected to invoke feelings of nostalgia for camp days of your childhood, while maintaining a level of elegance and style that places you right back in the present day. Characterful.

  • Families - With plenty of activities in the hotel and the area this is an ideal spot for the whole family
  • Local exploring - A funky and vibrant base from which to explore this charming town and the coastline beyond
  • Fishing - Book in with the Skipper down at the harbour for an afternoon's fishing in the protected waters of Vineyard Sound
  • Sights nearby - The Historic Oak Bluffs Gingerbread Cottages are found just outside the hotel, well worth taking a tour
from CA$233 for 1 room, 1 night including taxes & fees
Nobnocket Boutique Inn

Martha's Vineyard

A chic owner managed B&B in Martha's Vineyard with seven elegantly styled rooms, all offering en suites, parquet floors and light natural tones. The breakfast is utterly delicious and can be served in bed or in the sunny dinning room. With extensive gardens and the village and beach nearby.

  • Value chic - As well as luxury accommodation you can expect complimentary bikes, beach towels and much more included in the price
  • Romantic Break - For a romantic break book the Grand room, complete with fireplace, freestanding tub and plush linens
  • Great walks - Martha's Vineyard is crammed with great walking and hiking trails for all abilities
  • Birdwatching - The woods are filled with a variety of birds, make sure to pack your binoculars
from CA$238 for 1 room, 1 night including taxes & fees
Beach Plum Inn

Martha's Vineyard (Massachusetts)

Barefoot bliss on the New England shore. A collection of sea-facing rooms and historic bungalows that have been in operation since the 1950s. Decor keeps things simple to play to the scenic outdoors; it's classic coastal Massachusetts with pale pastel hues, clapboard walls & white wooden furniture.

  • Back to Nature - There is something about the endless ocean, sandy beaches stretching for miles and wild landscapes that relaxes the soul here
  • Beach Life - Walk to the beach and stay all day. Menemsha beach is 200m from the property and there are many other nearby options
  • Total relaxation - The property describes itself as a respite from busy life; simply relax, swim, read, walk and enjoy the quiet life
  • Great walks - Take a walk through Menemsha, a small fishing village known as the filming location for Jaws, with its boutiques and cafes
from CA$248 for 1 room, 1 night including taxes & fees
Charles and Charles MV

Martha's Vineyard (Massachusetts)

Inn and apartments on a quiet tree-lined avenue with a lovely garden and pool. Made up of classic Cape Cod-style rooms and spacious self-catered suites, decor blends nautical theme with antique furnishings and fun touches. Bike rental is included. A good option for groups of friends or long stays.

  • Cycling - Use the property's bikes to cycle to beaches and markets or along 45 miles of car-free lanes past forests, lighthouses & dunes
  • Total relaxation - You're never far from a beach on Martha's Vineyard. Alternatively, spend lazy days by the pool or exploring the neighbourhood
  • Local exploring - Leave your car at home and explore the area on foot or by bike. Ferry terminal, restaurant and shops are a walk away
  • Groups - With kitchenettes, two-bedroom Aquinnah and Edgartown Aparmtent Suites are perfect for couples travelling together
from CA$283 for 1 room, 1 night including taxes & fees
Check availability on LateRooms
The Sydney

Martha's Vineyard (Massachusetts)

Historic B&B located in the heart of Edgerton, Martha's Vineyard. 8 rooms are situated in the Victorian-era 1892 Captain's House, with 14 in a new adjacent block. There is a buzzy restaurant loved by locals, a garden with iconic Adirondack chairs and walking access to everything you will want to do.

  • Local exploring - A great location to engage with all that Martha's Vineyard has to offer; cultural, sporting, culinary and outdoor pursuits
  • Sights nearby - Stroll through the historic neighborhood of captain's homes to Edgartown Lighthouse. Climb to the top for magnificent views
  • Restaurant
  • Great walks
from CA$297 for 1 room, 1 night including taxes & fees
The Richard

Martha's Vineyard

Classic clap-board boutique hotel with surprisingly trendy interiors. Rooms have individual decor ranging from mismatched metallic & monochome glam to airy New England white-wash. There's colourful outfoor furniture, garden & fire-pit. Contemporary cute, perfect for weekends away with a good friend.

  • Local exploring - The Main Street locations means Edgartown's galleries, shops & restaurants are on the doorstep, while the beach is a short walk
  • Great walks - Spend the day exploring the Polly Hill Arboretum. Take a picnic basket, tours the grounds and take in the botanical wonders
  • Sights nearby - A tour of the island will take you to gingerbread cottages of Oak Bluffs, Edgartown Lighthouse & the Jaws filming locations
  • Sailing - The property can organise a boat charter; for an unforgetable evening book in for the 4th July fireworks
from CA$349 for 1 room, 1 night including taxes & fees
Hob Knob

Martha's Vineyard (Massachusetts)

19th Century home turned boutique hotel with manicured garden, sit out porch and classic interiors. Rooms house big beds, bright bathrooms and delicious breakfast in the dining room. In-house spa, gym and sauna are for all to relax in wine country. Check out the The Hob Knob 27' Boston Whaler boat.

  • Fishing - Aboard the in-house The Hob Knob 27' Boston Whaler organise a fishing trip with the captain.
  • Spa
  • Boutique
  • Full of character
from CA$351 for 1 room, 1 night including taxes & fees
Check availability on LateRooms
The Christopher

Martha's Vineyard (Massachusetts)

A charming Victorian era mansion turned upscale B&B by the famed Lark group. The vibrant and thoughtfully curated interiors are a welcome breath of fresh air in Edgartown. Serving a hearty breakfast, as well as evening snacks in the courtyard, guests are made to feel welcome and looked after.

  • Beach Life - A beautifully laid out beach-chic B&B offering J Crew beach bags, towels and chairs on loan, as well as hot local tips
  • Sights nearby - The hotel provides an ipad filled with info on local attractions such as local restaurants, spas, bars and bike trails
  • Great walks - There are plenty of hiking and walking trails on the island, ask at the front desk for details
  • Boutique
from CA$383 for 1 room, 1 night including taxes & fees
Winnetu Oceanside Resort

Martha's Vineyard (Massachusetts)

Family-friendly beachside resort in Katama, Martha's Vineyard. This generous property has a fantastic friendly team, heaps of complimentary activities and amenities for all ages and boasts a spa, 2 pools, lawn and outdoor dining with sea-views. There are 54 rooms, studios, suites and private villas.

  • Families - The complimentary Children’s Day program keep kids busy with a range of activites. There is also a kid's pool, games & play area
  • Beach Life - Named one of the best beaches in the world, South Beach is just 200m from the hotel
  • Sights nearby - The hotel's complimentary shuttle takes you to and from Edgartown with its famous lighthouse, shops and restaurants
  • Great walks - The team can arrange a picnic lunch for you to take out on a beach walk, or simply enjoy on the front lawn
from CA$419 for 1 room, 1 night including taxes & fees
Check availability on LateRooms
Ashley Inn

Martha's Vineyard (Massachusetts)

19th-century colonial-style captain's home transformed into an elegant B&B. Rooms are the definition of old-world charm with four-poster beds, fireplaces, wooden floors, period furnishings and a fresh nautical colour-scheme. Enjoy downtime in the library, tea room & gardens. Classic coastal charm.

  • Local exploring - Beaches, nature reserves, museums, lighthouses, shops and farmer's markets are a walk, cycle or short drive away
  • Great walks - Walk, fish and picnic over 211 acres in Menemsha Hills Reservation. Enjoy beach, views, and stunning flora and fauna
  • Sailing - Yuo can't visit MV without some time on the water; head out fishing, kayaking, paddle-boarding or sailing
  • Sights nearby - The movie Jaws was filmed on Martha's Vineyard. Take a tour to visit all of the film's famous locations
from CA$442 for 1 room, 1 night including taxes & fees
Menemsha Inn

Martha's Vineyard (Massachusetts)

Owner-run inn situated in a charming 1923 cedar-shingle building in a quaint part of Martha's Vineyard. 15 rooms are split between the main building, cottages and vacation homes; the latter two are self-catering. There are plenty of walkable dining options and the property offers snacks and drinks.

  • Total relaxation - This is a great choice for guests who don't want to an awful lot more than enjoy the views, natural environment, swim and read
  • Back to Nature - There is a feeling of wild untouched nature on this side of the island with views of weathered buildings, woodlands and dunes
  • Beach Life - Martha's Vineyard west side has wild sandy beaches for miles. Spend the day on the sand and then enjoy a stellar sunset
  • Sights nearby - Menemsha is famous as the backdrop for the movie Jaws. Walk around, explore the shops and try delicious fresh seafood
from CA$454 for 1 room, 1 night including taxes & fees
The Charlotte Inn

Martha's Vineyard (27 South Summer Street)

British style 1864 house turned romantic boutique, with manicured gardens and antiques. The perfect place to unplug and unwind. Large, classical rooms with four poster beds, fireplaces and fine linens. Delicious American cuisine with French and Italian influences. The perfect romantic break.

  • Restrictions on children - Well-behaved children over the age of 12 are permitted
  • Tennis
  • Restaurant
  • Great walks
from CA$456 for 1 room, 1 night including taxes & fees
The Edgartown Inn

Martha's Vineyard (Massachusetts)

Cool, contemporary boutique luxe meets New England charm. A former whaling captain's home, this white clapboard faced inn feels fresh and cosy at the same time. Rooms boast sophisticated muted grey palettes, whitewashed woods & warming woollen throws. Grown-up romance for a weekend away by the sea.

  • Local exploring - As well as endless activities on the island, the location is walking distance from Edgartown's shops, galleries and restaurants
  • Beach Life - Lighthouse Beach is a 10 minute walk. Joseph Sylvia State Beach is great for swimming whereas South Beach has big waves
  • Sights nearby - First-timer's to Martha's Vineyard will love the island sightseeing tour which stops at Aquinnah Cliffs and Gay Head Lighthouse
  • Great walks - The property is just a block away from the water overlooking Chappaquiddick Point
from CA$499 for 1 room, 1 night including taxes & fees
Faraway Martha's Vineyard

Martha's Vineyard (Massachusetts)

A historic tavern transformed into a modern retreat in Edgartown's heart. Chic, mid-century style rooms meet beach-luxe vibes with a dash of opulence too. Savour local cuisine, relax by the revamped pool, and explore vibrant Martha's Vineyard. An enchanting blend of history and contemporary luxury.

  • Romantic Break - Escape to a serene seaside retreat, where cozy rooms and intimate dining set the stage for unforgettable, starlit evenings
  • Sailing - Embark on a catamaran sail with Mad Max for a thrilling two-hour tour around the beautiful waters of Martha's Vineyard
  • Sights nearby - Climb the Edgartown Harbor Light for breathtaking views of Chappaquiddick Island and Edgartown's picturesque harbor
  • Restaurant - There are two restaurants: the historic Newes from America Pub and a sushi bar
from CA$573 for 1 room, 1 night including taxes & fees