Search Osterville Holiday Homes from AU$122
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 Osterville

Newly Renovated Near Amazing Sunset Beach

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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

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

Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

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

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Holiday Accommodation Osterville
Get the Lowdown on Osterville Holiday Homes
How much is a holiday home in Osterville?
Depending on when you visit, you can score a holiday home in Osterville for as little as AU$122 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 Osterville?
Discover exclusive deals on Osterville 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 Osterville?
Because there’s nothing better than having a private place to call your home away from home while exploring Osterville. When you book a holiday house in Osterville, 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 Osterville?
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 Osterville?
Whether you’re adventuring to Osterville for the first time or planning a return trip to your favourite spot, pick from 2896 unique holiday homes in Osterville.
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 Osterville 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 Osterville car hire and accommodation together into a Osterville 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 Osterville 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.
Osterville Holiday Homes essential information
Accommodation | 2896 Holiday Homes |
|---|---|
Lowest Price | AU$122 |
Highest Price | AU$1,280 |
Popular accommodation | Newly Renovated Near Amazing Sunset Beach, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, 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, Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown, Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach, WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed, Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole, Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown , Beachfront On John's Pond, Indoor HEATED Pool, and Dock! , Stunning lakefront home with kayaks, games, & amazing deck views - dog-friendly |
Top trending hotels in Osterville

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
More Destinations
- Hotels near Cape Cod Lavender Farm
- Cottages in Eastham
- Hostels in Eastham
- West Harwich Hotels
- Cottages in Fairhaven
- Onset Hotels
- Barnstable Hotels
- Hotels with Hot Tubs in Sandwich
- Sandwich Hotels
- Hilton Hotels in Harwich
- Harwich Hotels
- Houseboats in New Bedford
- Hostels in West Tisbury
- West Barnstable Hotels
- Dennis Port Hotels
- Hotels near Gold Coast Parasailing & Jet Ski
- Hotels near Cape Cod Massage Therapy
- Hotels near Old Silver Beach
- South Dennis Hotels
- South Yarmouth Hotels
- Hostels in East Harwich
- Condominium Resort in Nantucket
- Hostels in Nantucket
- Houseboats in Nantucket
- Inns in Nantucket
- Cabin Rentals in North Dartmouth
- Houseboats in North Dartmouth
- Yarmouth Port Hotels
- Vineyard Haven Hotels
- Hotels near Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
- B&B in Plympton
- Hilton Hotels in Sagamore
- Buzzards Bay Hotels
- Houseboats in Buzzards Bay
- Beach Hotels in Cape Cod
- Golf Hotels in Cape Cod
- Hotels with Suites in Cape Cod
- Hotels with a Lazy River in Cape Cod
- Hotels with Airport Transfers in Cape Cod
- Hotels with Balconies in Cape Cod
- Hotels with Free Breakfast in Cape Cod
- Hotels with Shopping in Cape Cod
- Cape Cod Hotels
- Hotels near Main Street Hyannis
- Hotels near West Dennis Beach
- Mashpee Hotels
- Cottages in North Truro
- Cottages in Brant Rock
- Holiday Homes in Bourne
- Family Hotels in Bourne
- Bourne Hotels
- West Dennis Hotels
- Dennis Hotels
- B&B in Provincetown
- Hotels near Shawme-Crowell State Forest
- West Yarmouth Hotels
- Cummaquid Hotels
- Cottages in Woods Hole
- Woods Hole Hotels
- Holiday Homes in North Falmouth
- North Falmouth Hotels
- Hotels near Barnstable Municipal
- Sagamore Beach Hotels
- 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
- Holiday Homes in Oak Bluffs
- Oak Bluffs Hotels
- B&B in Falmouth
- Cabin Rentals in Falmouth
- Falmouth Hotels
- B&B in Chatham
- Forestdale Hotels
- Cottages in Hyannis
- Romantic Hotels in Hyannis
- Hyannis Hotels
- East Sandwich Hotels
- Hotels near Harris-Black House and Higgins Farm Windmill
- Hotels near Mayflower Beach
- East Falmouth Hotels
- Hotels near Mashpee Wampanoag Indian Museum
- Harwich Port Hotels









