A row of colorful, historic houses with a central path.

Oak Bluffs Hotels with Swimming Pool

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Check availability on Oak Bluffs Hotels with Swimming Pools

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Oak Bluffs hotels with a pool

An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.
A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A balcony with a table and chairs, overlooking a marina with boats and a distant shoreline.
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

1. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
  • Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.
RM1,517
RM1,755 total
includes taxes & fees
27 Sept - 28 Sept
Mansion House Inn And Spa
A poolside area with lounge chairs and a table.
A dining area with multiple tables and chairs, a kitchen area with appliances, and a television displaying a logo.
A hotel room with a large bed, a sofa, a desk, a TV, and a painting on the wall.
A room with two beige armchairs, a patterned carpet, a large window with a view of buildings, and a ceiling with recessed lighting and a smoke detector.

2. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
  • Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
RM443
RM556 total
includes taxes & fees
27 Sept - 28 Sept
Admiralty Inn & Suites - a Red Collection Hotel
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
A staircase with wooden railings and a lamp on a side table.
A hotel room with a large bed, a sitting area with a chair and a table, a bathtub, and a framed picture on the wall.
Outdoor seating with tables and chairs, covered by green umbrellas, and a sign for a breakfast and lunch place.

3. Inn on the Square

Inn on the Square
Falmouth
  • Sun-drenched days await at the indoor pool retreat where year-round swimming creates holiday bliss.
RM650
RM847 total
includes taxes & fees
27 Sept - 28 Sept
Inn on the Square
An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.
An aerial view of a marina with boats, a pier, and a town with houses and buildings.
A modern hotel room with a curved ceiling, a large bed, a flat-screen TV, a desk with a chair, and a bathroom with a mirror and sink.
A lobby with striped armchairs, a TV, a reception desk, and a blue wall.

4. Falmouth Inn

Falmouth Inn
Falmouth
  • Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.
RM605
RM774 total
includes taxes & fees
14 Sept - 15 Sept
Falmouth Inn
A large, multi-story house with a covered porch and a well-maintained lawn.
A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.
A neatly arranged bedroom with a bed, pillows, a vase, and a lamp.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

5. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
RM761
RM894 total
includes taxes & fees
29 Sept - 30 Sept
Shore Haven Inn
An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.
A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.
A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.

6. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
RM668
RM765 total
includes taxes & fees
4 Oct - 5 Oct
Iris Hotel Cape Cod
A bathroom with a white sink, a toilet, a shower with a glass-enclosed tub, a round mirror, and a shelf with toiletries.
A bedroom with a bed, bedside tables, a chair, a desk, and a painting of a beach scene.
A Mariner Motel sign with a vacancy notice, surrounded by vibrant flowers.
A building with a sign reading "Mariner Motel" and a garden with various flowers in front.

7. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
RM525
RM601 total
includes taxes & fees
4 Oct - 5 Oct
Mariner Motel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.
A bedroom with two beds, a nightstand, a lamp, and a seahorse artwork on the wall.
A marina with various boats docked, surrounded by buildings and a clear sky.
A wooden deck with a white railing, a potted plant with white and red flowers, and a sign that reads "Beach House".

8. Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
Falmouth Heights
  • Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.
RM768
RM879 total
includes taxes & fees
22 Sept - 23 Sept
Falmouth Heights Motor Lodge
An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.
A golf course with a clubhouse, a lake, and surrounding trees.
A beachside seating area with blue umbrellas and lounge chairs.
A restaurant with tables set for dining, overlooking a beach.

9. The Club at New Seabury

The Club at New Seabury
New Seabury
  • Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.
RM874
RM1,000 total
includes taxes & fees
16 Sept - 17 Sept
The Club at New Seabury
A poolside area with lounge chairs, a wooden deck, and a pool.
An outdoor patio with a bar area, seating, and string lights.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

10. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
  • Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
RM1,703
RM1,998 total
includes taxes & fees
7 Oct - 8 Oct
Faraway Martha's Vineyard
View all properties

Choose what matters most at hotels with a pool in Oak Bluffs

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Oak Bluffs Hotel Reviews

Falmouth Inn

Falmouth Inn

8/10 Good
"The location was great, and the staff was lovely, but the mattress had springs popping out. This prevented me from getting a good night's sleep."
Samantha 1-night trip
Posted 2 hours ago
Falmouth Inn
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"I’d stay here again"
Ronan 1-night trip
Posted 2 hours ago
Iris Hotel Cape Cod
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Beach was the best! Nice little resort with ice cream, bar, casual food all onsite ."
Lily 2-night trip
Posted 20 hours ago
Sea Crest Beach Resort
Inn on the Square

Inn on the Square

10/10 Excellent
"Great location walkable to downtown Falmouth. Also walkable to the steamship authority shuttle to get to Martha’s Vineyard. Close to walking trail/bike trail. Lot of stores and restaurants."
Tom 3-night trip
Posted 1 day ago
Inn on the Square
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"Property and room was great. My only complaint is the AC on the second FL bedroom too much noice. Other than that it was a great property and close to a lot of places ."
Rommy 2-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel
Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"The Faraway hotel in Edgartown is one of the nicest hotels on Martha's Vineyard. The location is unbeatable. They have their own parking lot which is key on the island. From the time you walk into the stunning lobby you are met by attentive staff and the hotels own signature fragrance. The rooms are spacious, updated and very clean. And the pool is an oasis in itself. I wouldn't stay anywhere else on the island."
Pamela 1-night trip
Posted 2 days ago
Faraway Martha's Vineyard

Frequently asked questions

What are some accommodation options with pools in Oak Bluffs?
Summercamp: Resort located near Inkwell Beach. Offers 3 outdoor tennis courts, a seasonal outdoor pool and free self parking. MV Surfside Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. Pequot Hotel: Hotel located near Cape Cod Beaches. Provides daily, a pool and free self parking. Morgan Hotel: Hotel located near Cape Cod Beaches. Features a snack bar/deli, an indoor pool and free self parking. The Island Inn on Martha's Vineyard: Offers 2 restaurants, a seasonal outdoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Oak Bluffs?
Surround yourself with nature at Ocean Park and Oak Bluffs Town Beach. During your stay, visit sights such as Circuit Avenue, Oak Bluffs Harbor and Oak Bluffs Ferry Terminal. The beaches, wineries and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Oak Bluffs?
Taking the local weather in Oak Bluffs into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.

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