
House holiday rentals in Osterville
Find and book unique houses on Airbnb
Quick stats about house rentals in Osterville

Total holiday rentals
Explore 140 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at $167 AUD per night before taxes and fees

Verified guest reviews
Over 2,490 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Osterville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Osterville rentals

4.9 Average rating
Osterville stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Osterville
Guests agree: These houses are highly rated for location, cleanliness and more.

1-level fenced in yard Craigville Beach 2200sqft
*generator, solar panel backup powered*. This modern 4-bedroom, 2-bath, Cape-style house features ~2200 sq ft one-level Cape-style living in a quiet neighborhood, Free EV charging. 15000 sqft lot with fenced in flat grassy backyard, fire pit, swing set. Centrally located near Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 1 living room, 2 dining areas, 4 super-sized bedrooms. Perfect for family staycation and gathering.

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/26. The reviews tell all!

Historic Home in Prime Village Location: Sleeps 6
Welcome to Main Street House - a classic Cape Cod gambrel-style home built in 1905 & located steps away from the village center. Just restored to offer modern conveniences like central AC & a chef's kitchen - while preserving historical charm. The 3 BR, 1 bath home is equipped with luxury mattresses & linens, with high end modern finishes & vintage accents. A large patio boasts an outdoor living room, dining area, & oversized outdoor shower. Beach pass included - Dowses Beach is a ½ mile away.

Serene Haven w/ No Shared Spaces | Cape Cod
My peaceful 2-bedrooms, 1 bathroom residential private apartment (Entire Main Level) has everything you need for your Marstons Mills trip. The home comes with Wi-Fi, self-check-in, and free parking. During your stay, you will enjoy the privacy of zero shared spaces. Free cleaning once per week for stay 6 days or greater. Our Airbnb is within walking distance to eateries, gift shops, and other community staples. An ideal base to explore Marstons Mills, Cape, and Islands. Bring the whole family.

Newly Renovated Cape, walk to Osterville
Welcome to Pond Street and your cape cod summer vacation. This fully renovated single family home is situated in the heart of Osterville on a large half acre lot. The home features an open floor plan with all new finishes inside, central AC and a newly landscaped outdoor entertaining area and putting green! This is a kid-friendly home complete with necessities for infants and children. Just a short walk to downtown Osterville offering the area's best beaches, dining, shops, and much more!

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Beach House, Harbor View and Family Friendly.
Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

Sam Pond Oasis w/Grill, Patio, Beach Pass
Retreat to this beautifully remodeled, uniquely designed Osterville home located on Sam Pond. NOTE: Our home is currently NOT safe or suitable for children under the age of 6. Features include: * Expansive patio overlooking Sam Pond * Outdoor shower * Gas grill * Balcony * Pond views throughout the home * Barnstable beach pass provided Note: Unfortunately the hot tub stopped working and is no longer at the house - please disregard prior reviews that mention the hot tub!

Spacious house steps to Craigville beach! Dog ok!
Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the location and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

Luxury House 0.25 mi from Craigville Beach
Welcome to Beyond the Beach Cape Cod in beautiful Centerville; close to Hyannis! During these uncertain times, be assured that we are taking every precaution available to us to ensure the health and safety of our guests. We are instituting enhanced cleaning of all sheets, mattress protectors and pillow protectors and quilts prior to each rental. After each stay we empty, clean and refill the outdoor hot-tub, which is available for your use year-round!

Cape Cod Cotuit Cottage, 3 Bed Near Beaches
5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

Tranquil Cape Getaway 4BD/2BA with A/C, beach pass
Peaceful Cape Retreat Indulge in a serene holiday at this stunning, pristine 2-level Cape-inspired residence, featuring four cozy bedrooms and an expansive garden oasis! Complimentary beach access pass for all guests (Please send additional request after booking, extra deposit need) Gather your loved ones and create unforgettable moments at this idyllic haven!
Popular amenities for Osterville house rentals
House rentals with a pool

"Cape Escape" luxury home w/pool & beach access.

Edgewater Retreat | Oceanfront Home | Heated Pool

Swing Set, Plunge pool, and large yard await!

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Summer Serenity on Cape Cod (heated pool)

ShoestringBayHouse, waterfront & pool in Cotuit

Upscale Secluded Home w/Central AC, Pool & Firepit

Centerville Oasis, Heated Saltwater Pool!
Weekly house rentals

Perfectly situated home in beautiful Osterville

4 bedroom Cape in private neighborhood

Pristine Osterville Cottage

Osterville- New Renovation, Central AC, Beach Pass

Spacious Cape getaway near iconic Craigville Beach

Cape Retreat - AC, 8 min drive to Craigville Beach

Private Waterfront Escape | Kayaks + Firepit

Charming Ranch, Near Beaches & Town in Osterville
Private house rentals

Cozy ranch with private neighborhood beach

Mariners Mills- Craigville beach / Joshua Pond

Spacious Home w/ Beach Pass & Private Pond Access

Hyannis Cape Escape

Discover the Family Seacret!

Beautiful newly remodeled 3 BD/2BA Mid-Cape home.

New construction, Near Craigville Beach & Main St.

Lovely, Spacious Cottage near Craigville beach
Destinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Saquish Beach
- Sandy Neck Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Falmouth Heights Beach
- Pinehills Golf Club
- Cape Cod Canal
- The Breakers
- Popponesset Peninsula
- Race Point Beach
- Second Beach
- Coast Guard Beach
- Inkwell Beach
- Cape Cod Inflatable Park
- Easton's Beach





