Hotels with Pool & Resorts in Oak Bluffs from NZ$140

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Check availability on Oak Bluffs Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Oak Bluffs hotels with a pool

Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (976)
"good stay for night"
United States
David
The price is NZ$140
includes taxes & fees
27 Jan - 28 Jan 2026
Hyannis Plaza Hotel
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (341)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
Indoor pool
Iris Hotel Cape Cod

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (159)
"great bedroom "
United States
Jessica
The price is NZ$214
includes taxes & fees
1 Jan - 2 Jan 2026
Iris Hotel Cape Cod
Indoor pool
Falmouth Inn

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1000)
"Clean room, good shower and helpful staff."
United States
Mark
The price is NZ$218
includes taxes & fees
31 Dec - 1 Jan 2026
Falmouth Inn
Property grounds
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
2.5 star property
Falmouth
8.4 out of 10, Very good, (449)
"Very good for a lower priced motel/inn. Two minutes walk into town, so very convenient. Easy to park. "
United States
Anne Monique
The price is NZ$263
includes taxes & fees
30 Dec - 31 Dec
ShoreWay Acres Inn & Cape Cod Lodging
Indoor pool, pool loungers
Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal
2.5 star property
Buzzards Bay
9.2 out of 10, Wonderful, (648)
"Everything was amazing"
United States
Jose
The price is NZ$230
includes taxes & fees
20 Jan - 21 Jan 2026
Hampton Inn Cape Cod Canal
Indoor pool, seasonal outdoor pool
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.8 out of 10, Excellent, (367)
"Short overnight stay. Big clean rooms and comfortable beds. "
United States
Lisa
The price is NZ$216
includes taxes & fees
4 Jan - 5 Jan 2026
Admiralty Inn & Suites - a Red Collection Hotel
Indoor pool
Inn on the Square

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.6 out of 10, Excellent, (1001)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is NZ$252
includes taxes & fees
12 Jan - 13 Jan 2026
Inn on the Square
Seasonal outdoor pool
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
The price is NZ$254
includes taxes & fees
1 Jan - 2 Jan 2026
InnSeason Resorts Captain's Quarters
Indoor pool
All Seasons Inn and Suites

All Seasons Inn and Suites

All Seasons Inn and Suites
2.5 star property
Buzzards Bay
8.6 out of 10, Excellent, (130)
"Property is clean and conveniently located. I hope they will offer a hot breakfast at some time in the future. Thank you."
United States
Anthony
The price is NZ$225
includes taxes & fees
30 Dec - 31 Dec
All Seasons Inn and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Bluffs Hotel Reviews

Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"Very cozy comfortable hotel!!"
Holly 1-night trip
Posted 13 days ago
Faraway Martha's Vineyard

Frequently asked questions

What are some accommodation options with pools in Oak Bluffs?
Summercamp: Features 3 outdoor tennis courts, a seasonal outdoor pool and free self parking. Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: Offers sunloungers, a pool and complimentary wireless Internet access. Morgan Hotel: Provides complimentary wireless Internet access, a communal pool and kitchens. The Island Inn on Martha's Vineyard: Features a snack bar/deli, an indoor pool and free self parking. MOST CHIC SPOT! Your Martha's Vineyard Getaway!: 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 Oak Bluffs Town Beach and Inkwell 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.