Search Oak Bluffs Holiday Homes from AU$169
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Featured Holiday Homes in Oak Bluffs

Newly Renovated Near Amazing Sunset Beach

Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom

Moon Compass Escape – Spacious Cape Cod Retreat

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole

Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Spacious colonial home close to town with AC, porches, & W/D

New construction Edgartown home with AC, new furnishings, o/d shower, bike path.
Holiday Accommodation Oak Bluffs
Get the Lowdown on Oak Bluffs Holiday Homes
How much is a holiday home in Oak Bluffs?
Depending on when you visit, you can score a holiday home in Oak Bluffs for as little as AU$169 per night. Prices vary by property class, amenities, and location, all of which you can quickly sort through on our handy search page.
How do I find the best price for a holiday home in Oak Bluffs?
Discover exclusive deals on Oak Bluffs house rentals when you book with Wotif. Once you enter the dates of your trip and number of travellers (Girls’ trip? Family getaway? We’ve got you covered.), filter the results by guest rating, budget, property class, number of bedrooms, amenities, and more. You can also use the map feature to zoom in on the neighbourhood or to view several rentals at once.
Why should I book a holiday home in Oak Bluffs?
Because there’s nothing better than having a private place to call your home away from home while exploring Oak Bluffs. When you book a holiday house in Oak Bluffs, you can indulge in a variety of sweet amenities and truly relax in your own space.
What is the best time to stay in a holiday home in Oak Bluffs?
Pack your bags and head to your rental house in , the most popular time to visit. If smaller crowds are your thing, book a holiday home in the off-season, around , when you may get more of a bargain.
How many holiday homes are available for rent in Oak Bluffs?
Whether you’re adventuring to Oak Bluffs for the first time or planning a return trip to your favourite spot, pick from 1299 unique holiday homes in Oak Bluffs.
What amenities are available in a private holiday home?
You’ll often find most amenities you’re looking for, such as a private pool or hot tub, parking on the premises, a full-service kitchen or kitchenette, laundry and Wi-Fi. If your companion has four legs, book a pet-friendly Oak Bluffs accommodation so your furry pal is as comfy and cosy as can be. Keep in mind that the price of your rental will depend on how luxe the amenities are.
Why should I book a holiday home with Wotif?
You’ll find spectacular deals, book now and pay later discounts, and a massive inventory of one-of-a-kind house rentals. Save big bucks when you book your Oak Bluffs car hire and accommodation together into a Oak Bluffs holiday package. Our Price Promise means that if you find a lower price online up to 24 hours before check-in, we’ll match it and refund the difference. Do the right thing and book your Oak Bluffs holiday house with Wotif.
What are the cancellation and flexibility options?
We understand that plans change, so we offer thousands of holiday homes that have free cancellations. To be sure your rental can be cancelled for a full refund, filter your search by “free cancellation”. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.
Oak Bluffs Holiday Homes essential information
Accommodation | 1299 Holiday Homes |
|---|---|
Lowest Price | AU$169 |
Highest Price | AU$1,848 |
Popular accommodation | Newly Renovated Near Amazing Sunset Beach, Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom, Moon Compass Escape – Spacious Cape Cod Retreat, Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub, Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome, Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown, Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole, Beachfront On John's Pond, Indoor HEATED Pool, and Dock! , Spacious colonial home close to town with AC, porches, & W/D, New construction Edgartown home with AC, new furnishings, o/d shower, bike path., Great location! Beaches and indoor waterpark nearby!, Island Oasis with 1/4 Mile of Private Sandy Ocean Beach |
Top trending hotels in Oak Bluffs

Summercamp
More Destinations
- Shell Beach Hotels
- Edgartown Hotels
- Hotels near Lambert's Cove Beach
- Cottages in Fairhaven
- Onset Hotels
- Hotels with Hot Tubs in Sandwich
- Sandwich Hotels
- Holiday Homes in North Falmouth
- North Falmouth Hotels
- Condominium Resort in Nantucket
- Hostels in Nantucket
- Houseboats in Nantucket
- Inns in Nantucket
- Resorts in Swansea
- Buzzards Bay Hotels
- Houseboats in Buzzards Bay
- Houseboats in New Bedford
- Hostels in West Tisbury
- West Tisbury Hotels
- Mashpee Hotels
- Hotels near Millicent Library
- Hotels near Gay Head Lighthouse
- B&B in Plympton
- Golf Hotels in Nantucket Island
- Nantucket Island Hotels
- B&B in Falmouth
- Cabin Rentals in Falmouth
- Falmouth Hotels
- East Falmouth Hotels
- Hostels in East Harwich
- Cabin Rentals in North Dartmouth
- Houseboats in North Dartmouth
- Osterville Hotels
- Villas in Osterville
- Holiday Homes in Bourne
- Family Hotels in Bourne
- Bourne Hotels
- Resorts in Somerset
- Farmstay in Martha's Vineyard
- B&B in Martha's Vineyard
- Cabin Rentals in Martha's Vineyard
- Holiday Homes in Martha's Vineyard
- Hostels in Martha's Vineyard
- Beach Hotels in Martha's Vineyard
- Boutique Hotels in Martha's Vineyard
- Cheap Hotels in Martha's Vineyard
- Family Hotels in Martha's Vineyard
- Golf Hotels in Martha's Vineyard
- Hilton Hotels in Martha's Vineyard
- Hotels with Balconies in Martha's Vineyard
- Hotels with Free Parking in Martha's Vineyard
- Hotels with Hot Tubs in Martha's Vineyard
- Hotels with Indoor Pools in Martha's Vineyard
- Hotels with Parking in Martha's Vineyard
- Hotels with Restaurants in Martha's Vineyard
- Marriott Hotels & Resorts in Martha's Vineyard
- Pet Friendly Hotels in Martha's Vineyard
- Romantic Hotels in Martha's Vineyard
- Winery Hotels in Martha's Vineyard
- Wyndham Hotels in Martha's Vineyard
- Martha's Vineyard Hotels
- Hotels near Old Silver Beach
- Cottages in Hyannis
- Romantic Hotels in Hyannis
- Hyannis Hotels
- Cottages in Eastham
- B&B in Westport
- Hotels near Gold Coast Parasailing & Jet Ski
- Chilmark Hotels
- Hotels near Manuel F Correlus State Forest
- Hotels near Martha's Vineyard
- Hotels near Mashpee Wampanoag Indian Museum
- Hotels near Cape Cod Massage Therapy
- East Sandwich Hotels
- West Barnstable Hotels
- West Yarmouth Hotels
- Hotels near Barnstable Municipal
- Hotels near Main Street Hyannis
- Vineyard Haven Hotels
- Cottages in Woods Hole
- Woods Hole Hotels
- Hostels in Fall River
- Hotels near Haunted House
- Hotels near Aquinnah Cliffs
- B&B in Chatham
- Forestdale Hotels
- Hotels near Shawme-Crowell State Forest
- Katama Hotels









