Hotels in Oak Bluffs

Hotel room in Vineyard Haven

A spacious room features a modern bed with a white quilt and decorative pillows. A small desk with two chairs is positioned against the wall, accompanied by a refrigerator and air conditioning unit. Nautical-themed decor and a round mirror enhance the ambiance.

4.61 out of 5 average rating, 92 reviews

Boutique motel w/ private beach, steps from ferry

Lovely, modern room in boutique hotel with private beach. Watch the Steamship Authority ferries come into the harbor. No need for a car as the property is just steps from the ferry terminal, art galleries, shops and restaurants like the famous Black Dog Tavern. Unit was completely remodeled in 2021 featuring all new furniture and decor. The property offers friendly service and amenities such as outdoor grill, picnic tables, beach loungers, and a community room. A perfect island getaway!

A charming Victorian house featuring intricate woodwork and a wrap-around porch adorned with floral elements. Large windows allow natural light to flood the interior. The second floor includes a balcony with decorative railing, enhancing the building's character. Lush greenery surrounds the property.

4.89 out of 5 average rating, 44 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.

4.68 out of 5 average rating, 119 reviews

The room features a spacious bed adorned with a decorative throw, accentuated by a vibrant yellow pillow. Two wooden chairs are positioned next to a side table, with a lamp and a small vase of flowers adding charm. Natural light filters through sheer curtains.

Hotel room in Woods Hole

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*

The exterior of a three-story resort building features a stone façade, multiple balconies, and well-maintained landscaping. A brick fence and pathway are visible in front, providing access from the road. The sky appears cloudy, suggesting an overcast atmosphere.

Resort in Falmouth

Captain's Quarters, Cape Cod

AVAILABLE JULY 11-18, 2025 Captain's Quarters in Falmouth Heights, is one of the few resorts to have the Ocean across the street. From the balcony you can enjoy the sunset, relax in the Jacuzzi, or enjoy the night life that is within walking distance. The Martha's Vineyard ferry is about 1/2 mile from the resort. Shopping, restaurants, and movie theater are close by. This unit is on the second floor and has two bedrooms, 2 baths. Kitchenette and living room.

A spacious lobby area features a cozy seating arrangement with a light-colored sofa and patterned chairs. A large coffee table is centered on a soft area rug, surrounded by warm wooden beams and greenery. Natural light floods the space through expansive glass doors.

4.78 out of 5 average rating, 108 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.

An inviting outdoor bar area is highlighted by pendant lights and decorative greenery. The stylish bar features a selection of bottles, complemented by high stools. Soft candlelight illuminates the surrounding seating, enhancing the atmosphere, while a backdrop of textured walls and lush foliage adds to the charm.

Sip drinks under fringed umbrellas at Pelican Club

Kelley House offers a charming blend of history and modern comfort in the heart of the property. Each room is thoughtfully designed with contemporary amenities, including luxurious Byredo Gypsy Water bath products, a stocked minibar, and a nostalgic Victrola Bluetooth record player. You'll enjoy a serene retreat within walking distance of the property’s key attractions. Perfect for couples, families, or solo travelers seeking an authentic, cozy experience.

A charming multi-story building displays intricate architectural details, including decorative trim and multiple balconies. A wrap-around porch is visible, with seating areas for guests to relax. Lush landscaping surrounds the property, creating an inviting atmosphere near the harbor.

4.96 out of 5 average rating, 79 reviews

In Town Queen Room

The Attleboro House has all of the conveniences of a modern hotel in the quaint atmosphere of a historic inn. Located among the famous Gingerbread Cottages and directly on the Oak Bluffs harbor, you’ll be in the perfect place for your visit to Martha’s Vineyard. Originally built in 1874, The Attleboro House was completely renovated in 2018. Relax on our wrap around porch to enjoy the bustling harbor and impressive views of the Nantucket Sound.

A soft, inviting bedroom is highlighted by a spacious bed dressed in white linens. Two decorative lamps with ornate bases sit on either side of the bed, illuminating plush pink pillows against a light-hued headboard. A framed mirror above the bed reflects natural light.

4.92 out of 5 average rating, 72 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.

The entrance of Holiday Inn Falmouth is presented, featuring a modern white building with a peaked roof and ample windows. Colorful shrubs and well-maintained greenery frame the pathway, while two flags are positioned near the entrance, inviting guests into the property.

4.67 out of 5 average rating, 96 reviews

Near Falmouth Beaches + Pool. Dining. Bar.

Escape to Cape Cod at Iris Hotel Cape Cod—just minutes from beaches, bike trails, and ferries to Martha’s Vineyard. Unwind in the indoor pool, hit the gym, or grab dinner at the on-site restaurant. You’re close to downtown shops, waterfront walks, and the Shining Sea Bikeway. With free Wi-Fi, parking, and all the essentials, this laid-back coastal stay is perfect for beach days, lobster rolls, and easy Cape vibes.

4.6 out of 5 average rating, 5 reviews

Cozy Queen Room Near Beach & Dining (305)

Settle into this comfortable room featuring a queen bed, ideal for solo travelers or couples. Designed to sleep 2, this studio-style retreat includes modern essentials like Wi-Fi and a Smart TV for your convenience. While there’s no kitchenette, ocean view, or private deck, the room provides a clean and restful space after exploring nearby beaches, local dining, and all that Falmouth’s coastal charm has to offer.

The exterior of The Coonamessett showcases a charming blend of red buildings with white trim under a cloudy sky. A welcoming entrance is visible, framed by lush greenery and colorful flowers. An American flag stands proudly near the entrance, complementing the classic New England architecture.

4.75 out of 5 average rating, 4 reviews

In the “village” behind the main inn building

Stay in our cozy, dog-friendly Village King Suites near Jones Pond, behind our Falmouth MA inn. Each 375-square-foot suite features a separate king bedroom, living area, walk-in shower, and modern amenities like two Smart TVs, mini-fridge, and free WiFi. Accommodates up to three guests with a roll-away bed. Perfect for guests traveling with pets!

The view captures a serene coastal scene, showcasing a cluster of buildings along with a well-maintained lawn and swimming pool. The ocean is visible in the distance, framed by clear blue skies and coastal vegetation, highlighting the proximity to the beach.

4.67 out of 5 average rating, 3 reviews

Studio apartment across street from Ocean beach.

JUST REDUCED. Beachside is on the ocean. This is my time share that I cannot use this year. The dates are Oct. 10 to Oct. 17. THIS is a great location, just a few minute drive to Woods Hole, and the ferry to Martha's Vineyard. It is a studio apartment with all the amenities. MINIMUM 2 NIGHTS. / NIGHT

Popular amenities for Oak Bluffs hotels

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly hotels

The entrance to the inn is showcased, featuring a welcoming red exterior with white trim. Lush green landscaping surrounds the building, complemented by a stone fountain and colorful flower beds. An American flag stands proudly in front, emphasizing the classic Cape Cod charm.

Check out family-friendly Chapoquoit Beach

The exterior of a charming red inn is displayed, surrounded by lush gardens. A flagpole stands prominently with an American flag, while a fountain with tiered levels adds a peaceful element to the entrance. The architecture features a blend of classic and contemporary styles.

Laid-back dining at Eli’s Tavern right onsite

The exterior of a charming hotel is shown, featuring a red and cream-colored facade with distinctive architectural details. A welcoming entrance is framed by lush greenery and colorful flowering plants, while an American flag is displayed prominently. A fountain adds a serene touch to the surroundings.

Navy/charcoal palette & whitewashed wood floors

A welcoming entrance to the Cape Cod inn is shown, featuring a red and white building with a textured shingle roof. Lush greenery surrounds the entrance, and a stone fountain adds a tranquil touch to the landscaped area. An American flag stands tall at the front.

Spectacular gardens and welcoming dining room

The exterior view of The Coonamessett showcases a welcoming red building with white trim, surrounded by well-maintained gardens and landscaping. An American flag stands beside the entrance, and a stone fountain adds a tranquil element to the scene.

Custom décor & pond views in stand-alone building

4.74 out of 5 average rating, 70 reviews

MORGAN HOTEL ~ Standard Queen w/ Private Bathroom

The hotel room features two spacious double beds with light bedding, complemented by a decorative accent pillow. A desk and chair provide a work area, while a small seating area includes a comfortable armchair. Natural light enters through multiple windows adorned with blinds.

4.89 out of 5 average rating, 18 reviews

Partial Ocean View Studio| Kitchenette & Deck(105)

The inn's charming exterior features a combination of red and gray siding, with a welcoming entrance framed by lush greenery and seasonal flowers. A flagpole stands prominently in front, and a stone fountain adds a tranquil touch to the landscaped surroundings.

Signature Lark style: cozy, eclectic and inviting

Hotels with a pool

An indoor pool area is filled with natural light from large glass windows, showcasing a heart-shaped pool. Surrounding the pool are potted plants and lounging areas. A few guests can be seen enjoying the refreshing space, with a small snack bar situated in the background.

Breathtaking Old Silver Beach Access, 2 Rooms

A spacious studio suite features a king bed, a sofa, and a gas fireplace. A dining area with four wooden chairs is positioned near a round table, complemented by a decorative pendant light. Shelves display decorative items and books, while a flat-screen TV is mounted on the wall.

4.67 out of 5 average rating, 3 reviews

Beach Retreat | Spacious Suite with Fireplace

A spacious hotel room is presented with two queen beds covered in light grey bedding. A work desk and a small chair are positioned against the wall. Natural light filters through sheer white curtains, while a large flat-screen TV is mounted near a console featuring a coffee maker and mini refrigerator.

Hotel room in Teaticket

Cozy Cape Cod Stay – Walk to Dining & Beaches

A charming two-story building features a shingled exterior with black shutters and a welcoming sign. Lush landscaping is found at the entrance, complemented by well-maintained greenery and decorative lighting, creating an inviting atmosphere for guests.

4.57 out of 5 average rating, 28 reviews

Inn on the Square - King Guest Room

A spacious outdoor pool area is surrounded by lounge chairs and umbrellas. The historic building features multiple levels with a wraparound porch and numerous windows. Lush greenery lines the perimeter, creating a serene and inviting environment.

Kelley House Double Queen

The exterior of The Admiralty Inn is visible, featuring a welcoming entrance with a canopy roof. The building showcases a mix of brick and siding materials, surrounded by manicured landscaping with green shrubs. A clear sky highlights the structure's appeal.

Hotel room in Teaticket

3 Units with Free Breakfast, Beach Nearby

A spacious suite features a large king bed and a seating area with light-toned furniture. A dining table is positioned near a mirror. Accent pieces include a round table and soft poufs, all set against neutral-colored walls and a patterned area rug.

Escape to Beachside Bliss | Suite w/ Ocean View

An outdoor pool is positioned against a backdrop of the ocean, with clear waters reflecting the sky. Lounge chairs are arranged around the pool area, providing ample space for relaxation. The surrounding deck features a wooden pavilion that offers shaded seating, enhancing the scenic view.

Hotel room in South Yarmouth

Serene Beachside Room w/ Stunning Sunset Views

Hotels with a patio

A comfortable bedroom is shown, featuring a spacious bed adorned with floral blue bedding. A dresser and a flat-screen TV are visible. Natural light is invited through nearby windows, illuminating an adjacent living area with a dining table and additional seating.

Ocean club Smugglers Beach

The living area features a comfortable seating arrangement with two red armchairs and a dark blue sofa. A round wooden coffee table is centered, complemented by a glass dining table with chairs nearby. Natural light is offered through large windows, adorned with soft drapes.

Resort in West Yarmouth

The Cove 1 week 9/12-9/19/25

A welcoming common area features a mix of comfortable seating, including patterned chairs and a spacious sofa. A large coffee table is centered on a textured area rug, with natural light streaming through expansive glass doors. Decorative plants and rustic wooden beams enhance the warm ambiance.

4.5 out of 5 average rating, 22 reviews

THE FRANKLIN HOTEL ~NEW Pet Friendly Standard King

4.76 out of 5 average rating, 25 reviews

Aerial view of the Briarwood Beach Motel grounds showcases a well-maintained expanse of green lawn. A large American flag stands prominently at the forefront. Colorful lounge chairs are arranged on the lawn, while the motel building is visible in the background, surrounded by trees.

Hotel room in Weweantic

Briarwood Beach Motel

A bright bedroom features a spacious bed adorned with crisp white linens. Artworks and framed photos decorate the walls, alongside a small plant adding a touch of greenery. Natural light enters from a window with wooden shutters, while a wooden door adds character to the room.

Hotel room in Plymouth

sisu, a boutique motel: helmsman

The bathroom features a modern design with a mosaic tile accent wall. A white pedestal sink and a toilet are positioned against the wall. A bathtub with a shower curtain is visible in the background, and a large mirror reflects the space.

Resort in Fairhaven

4.67 out of 5 average rating, 3 reviews

Modern Deluxe Studio with Waterfront Views

The image shows the exterior of a charming seaside building with a flag on display. A smooth roadway leads towards the structure, while grass and sandy patches are visible nearby. A sign identifies the property, indicating it is associated with InnSeason Resorts.

Resort in Teaticket

Surfside Studio - April 25 - May 2, 2025 2-7 days