
House vacation rentals in Osterville
Find and book unique houses on Airbnb
Top-rated house rentals in Osterville
Guests agree: these houses are highly rated for location, cleanliness, and more.

Relaxing Retreat | King Beds * Sauna * Bar Shed
Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

Cottage with private beach in Hyannis Port
Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

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 6/20-9/15/24. The reviews tell all!

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.

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.

Cape Cod Beach House -Beach Pass Included!
Thoughtfully designed for travelers, by travelers, our relaxing beach bungalow is your perfect getaway! Relax & recharge while surrounded by gorgeous beaches with everything you need at your fingertips. Charming 2 bedroom home & peaceful yard within a quiet, centrally located neighborhood - hiking trails & beaches abound. Whether you’re staying for a weekend or a week, our comfortable home is the perfect spot for your Cape Cod getaway! Central Air, WiFi, Alexa & Beach Pass included too!

1-level fenced in yard Craigville Beach 2200sqft
Welcome to Midori On The Cape! 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.

Cape Cod Getaway - 3BR/2BA Beach Pass Included
Spacious 3BR/2BA Cape Cod retreat on a quiet cul-de-sac in Barnstable. Perfect for families and groups, this home features a large deck with grill, Barnstable public Beach Pass (1 vehicle). Central A/C with 2 zones, Roku TVs in guest mode, fast Wi-Fi, and a fully equipped kitchen. Enjoy a kid-friendly basement with TV, plus full-size washer & dryer. Sleeps up to 8 with queen beds in every room. Ideal for a relaxing Cape Cod getaway, short drive to beaches, dining, and shops.

The Driftwood Home, 5 min from Mashpee Commons, AC
- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

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.

*Oceanfront Beach Home*
Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

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!
Popular amenities for Osterville house rentals
House rentals with a pool

Harwich Haven: Pool & Fire Pit

Modern Cape Cod home steps to beach; pool access!

Renovated Cape Oasis W/ New Pool and Game Room!

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

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

XL Cape Retreat - Pool - Hot Tub - 5min to Beach!

ShoestringBayHouse, waterfront & pool in Cotuit

Hyannis Port Coastal Escape – Pool & Walk to Beach
Weekly house rentals

Gorgeous Renovation - Boat Dock, Hot Tub, 5 Beds!

Private Lake Beach | Spectacular Views & Amenities

Beachfront Ocean Views from Every Room

Wedgewood Cottage (Available Year Round!)

Lake Shore Cottage - Waterfront with Beach Access

Spacious 2k sqft, cozy & charming with Central Air

Stunning Cape cod home on Great Marsh

Pet friendly Cotuit Charmer- 5min drive from beach
Private house rentals

Cape Diem; All New, 1.5M to Craigville Beach

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

Charming Ranch, Near Beaches & Town in Osterville

Chez-Po_Barnstable A/C House

Stay & help• 50% of Nov. bookings $ goes to SNAP

The Corner Place

Charming Cape House with Private Hot Tub !

Opulent Private Waterfront Escape, Family Friendly
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $491 CAD | $491 CAD | $456 CAD | $463 CAD | $519 CAD | $681 CAD | $772 CAD | $807 CAD | $562 CAD | $421 CAD | $461 CAD | $491 CAD |
| Avg. temp | 0 °C | 0 °C | 3 °C | 7 °C | 12 °C | 17 °C | 21 °C | 21 °C | 18 °C | 13 °C | 8 °C | 3 °C |
Quick stats about house rentals in Osterville

Total vacation rentals
Explore 120 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at $126 CAD per night before taxes and fees

Verified guest reviews
Over 2,280 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 of Osterville vacation rentals include wifi access

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

4.8 Average rating
Osterville stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with pools Osterville
- Rentals with a washer and dryer Osterville
- Rentals with beach access Osterville
- Rentals with outdoor seating Osterville
- Pet-friendly rentals Osterville
- Rentals with a fireplace Osterville
- Family-friendly rentals Osterville
- Rentals with a patio Osterville
- Rentals with a firepit Osterville
- Fitness-friendly rentals Osterville
- House rentals Barnstable
- House rentals Barnstable County
- House rentals Massachusetts
- House rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Second Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- The Breakers
- Island Park Beach
- Lighthouse Beach
- Minot Beach
- Nauset Beach
- South Shore Beach
- Town Neck Beach
- Inman Road Beach
- Ellis Landing Beach
- Nickerson State Park




