Boutique hotel holiday rentals in Oak Bluffs

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Top-rated boutique hotel rentals in Oak Bluffs

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Boutique hotel in Edgartown

Martha's Vineyard Luxury Boutique Hotel

Located in the heart of historic Edgartown on Martha's Vineyard, our boutique hotel is just steps away from downtown. Our boutique hotel includes amenities such as a gym, complimentary wifi, on-site parking, daily housekeeping services, complimentary breakfast and concierge services pre-arrival. Our gorgeous wrap-around porch and garden area provide a quiet respite for reading, relaxing and enjoying the Vineyard vibes. Common spaces include living room, dining room & garden room.

1–8 May

£335 per night

Superhost

Boutique hotel in Oak Bluffs

5.0 out of 5 average rating, 9 reviews

Three bedrooms for travel group/excellent location

The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and exudes a clean and friendly atmosphere. The inn is walking distance to all downtown shops and restaurants, ferry terminals, 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 outdoor shower!!

20–27 Sept

£1,000 per night

Boutique hotel in Woods Hole

4.69 out of 5 average rating, 97 reviews

Treehouse Lodge, Canopy style rooms

This beautiful modern meets classic style property is a 10-minute walk from the beach and ferry to Martha's Vineyard in Woods Hole. Free private parking and free WiFi is available on site. Quick walk to the beach, several restaurants, and most science facilities. Guests can enjoy various activities in the area, including windsurfing, fishing and traveling to Martha's Vineyard. *Note to bookers- We are located on the mainland where you get the ferry to go to Martha's Vineyard*

18–25 Jun

£247 per night

Boutique hotel in Sandwich

Sandy Neck 24 with 2 Queen Beds 1 mi to beach

20-minute walk from the beach. Located in Sandwich, within 6 miles of Sandwich Glass Museum and 7 miles of Heritage Museums & Gardens, Sandy Neck Motel provides accommodations with a garden and free WiFi as well as free private parking for guests. All rooms Flat-screen TV, air conditioning and includes bed linen and towels. *Tripadvisor 2022 Travelers Choice Award Recipient *THAwards 2022 Family Friendly Hotel of the Year *Bookingcom 2023 Traveler Review Award

16–23 Feb

£214 per night

Boutique hotel in Edgartown

4.76 out of 5 average rating, 55 reviews

THE FRANKLIN HOTEL~NEW Pet friendly Standard Queen

Located on Upper Main Street in Edgartown, the Franklin Hotel is a short stroll from the heart of the historic village and its famed island beaches. A fresh take on the nautical style with modern, luxury finishes will provide all you need for work, play and relaxation. The Franklin grounds offer distinct seating areas including the covered patio, perfect to enjoy three season island breezes. The chic design of our 18 guestrooms will delight every sense.

6–13 Dec

£225 per night

Superhost

Hotel room in Tisbury

5.0 out of 5 average rating, 6 reviews

Luxurious King Room in B&B

Charles & Charles B&B is close to restaurants and dining, the beach. You’ll love this comfortable OAK BLUFFS room with it's luxurious 100% cotton linens, delicious breakfast served pool side and the use of our free bicycles, beach chairs and beach towels. Limited maid service due to Covid 19. My place is good for couples, solo adventurers, and business travelers. All guests must be 12 years or older. For special weekly winter rates, please contact us.

14–21 Oct

£314 per night

Superhost

Boutique hotel in Oak Bluffs

4.84 out of 5 average rating, 25 reviews

Porch Room 1 queen bed

The Porch Room has a queen bed and private bathroom located next door to the room with a separate shower room and half bathroom. 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 and the town beach.

17–24 Sept

£359 per night

Superhost

Boutique hotel in Falmouth

4.9 out of 5 average rating, 50 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.

16–23 Apr

£272 per night

Guest favourite

Boutique hotel in Falmouth

4.93 out of 5 average rating, 46 reviews

Park Side Queen Room @ Frederick William House

This beautifully appointed room with private bath & sitting area, includes bike rentals, cable, free WIFI, overlooking gardens & park. We are located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park, a short walk to the Steamship Authority. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. Beach passes are available, 139 private & public beaches to choose from.

14–21 Dec

£280 per night

Guest favourite

Boutique hotel in Oak Bluffs

4.92 out of 5 average rating, 36 reviews

Balcony Room at the Tivoli Inn

The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and exudes a clean and friendly atmosphere. The inn is walking distance to all downtown shops and restaurants, town beach, ferry terminals, and public transportation. The charming Balcony Room boasts a private flowery balcony and a private bathroom in the room. Stenciled bordered walls and original wide pine flooring.

31 Aug – 7 Sept

£464 per night

Guest favourite

Hotel room in Tisbury

5.0 out of 5 average rating, 21 reviews

Luxurious & Comfortable Queen Room in B&B

Charles & Charles B&B offers this wonderful room CHILMARK, which is close to the beach and restaurants and dining. We offer luxurious 100% cotton linens and delicious breakfasts served poolside and daily Maid service You will also enjoy using our free bicycles, beach chairs and beach towels. All guests must be 12 years or older. For special weekly winter rates, please contact us.

12–17 May

£216 per night

Boutique hotel in Wareham

New place to stay

Briarwood Beach Motel

Briarwood Beach Motel Just minutes from Cape Cod, our Motel is situated right on the water with unbelievable views / sunsets. We are a short walk from great New England restaurants with fresh seafood and drinks. Local hiking trails can be found close by, as well as a water park. Fish from the shore or launch a kayak into the Weweantic River right from the property!

29 Oct – 5 Nov

£123 per night