
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.

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!

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.

Spacious Cape getaway near iconic Craigville Beach
Relax in this sunny Osterville home near village cafés and 3 beaches. The open main floor has a roomy living area and eat-in kitchen w/ 2 comfy bedrooms and a full bath. A finished lower level + private suite with bath, lounge, and laundry. Step outside to a yard with a dining table +patio, grill, outdoor shower, firepit with chairs. 4 adult bikes will get you straight to town & 15 mins beach ride; Hyannis and major routes are close by. PS4, Wi-Fi, beach gear, and BEACH parking pass included.

★ Sunlit Escape: 200 Yards from the Beach!
A recent guest described this home as “a gem” - and we agree! Skylights, exposed beams, and beautiful wood floors welcome you as you enter this charming Cape Cod retreat. Comfy seating, smart TVs, & a long dining table provide the perfect setting in which to create new memories with friends and family. Popular beaches, Main Street shops, & restaurants are within walking distance, while nearby ferry access provides a convenient staging ground for adventures on Martha’s Vineyard & Nantucket.

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!

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Salt Eire | Oceanfront Beach Home
Welcome to Salt Eire. 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

Juniper Point Cottage With Ocean View
Charming Cape Cod cottage on a quiet semi-private road with beautiful views of Vineyard Sound. This inviting coastal retreat features 3 bedrooms, 2 private en-suite baths, 1 semi-private en-suite bath, a fully equipped kitchen, gas fireplace, cable TV, WiFi, and air conditioning. Relax on the second-floor deck with water views or enjoy outdoor dining on the patio with the BBQ grill. Conveniently located near the Martha’s Vineyard ferry, bus station, beaches, shops, and town.

Stylish home with beach pass, close to everything
Modern home near Dowses and Craigville beach, Ropes and Loop beach (2.3 miles) with pass included for all ponds, lakes and beaches in Barnstablle. Outdoor shower Beautiful 3 br ranch. Central AC and heating, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating 2.5 mi to Joshua pond, North Pond- for fishing and Wequaquet Lake for swimming. Main st Hyannis restaurants and clubs, Cape Cod Mall. Fast internet, cable, smart TV.

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

Renovated Cape Oasis W/ New Pool and Game Room!

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Mashpee Manor Pool House

Centerville Oasis, Heated Saltwater Pool!

Hyannis Port Coastal Escape – Pool & Walk to Beach

Jolly Captain Lighthouse

CapeSearenity-Large Pool-Beach Passes-Family Fun!

Barnstable Breeze with Seasonal Pool and Hot tub
Weekly house rentals

Cape Diem| 1.5M to Craigville Beach| 4 Beds,2 Bath

The Perfect Cape Cod Family Getaway-Ideal Location

Wedgewood Cottage (Available Year Round!)

Stunning Cape cod home on Great Marsh

Waterfront! Swan's Retreat. Steps to C'ville Beach

Sunny Cape Home, Bike to Beach, Central AC

Escape to the Cape for Families!

Cozy ranch with private neighborhood beach
Private house rentals

Spacious Family Retreat. Fenced Yard/ AC, Bch Pass

The Lobster Pot: Lake Tashmoo, beachfront

Beachfront Beauty

Haven on the hill

The Habbi Shanti - Craigsville Beach Paradise

New construction, Near Craigville Beach & Main St.

Welcome to Twin Tides!

Luxe Waterfront Home with Hot Tub & Dock Access
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,760 GYD | G$73,848 GYD | G$80,124 GYD | G$69,036 GYD | G$77,404 GYD | G$101,463 GYD | G$115,061 GYD | G$120,291 GYD | G$83,680 GYD | G$73,220 GYD | G$83,680 GYD | G$80,542 GYD |
| 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 130 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at G$23,012 GYD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & 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
80 properties have a dedicated workspace

Wi-Fi availability
130 of Osterville vacation 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!
Destinations to explore
- Rentals with a fireplace Osterville
- Rentals with a patio Osterville
- Rentals with a fire pit Osterville
- Rentals with beach access Osterville
- Rentals with pools Osterville
- Fitness-friendly rentals Osterville
- Family-friendly rentals Osterville
- Pet-friendly rentals Osterville
- Rentals with outdoor seating Osterville
- Rentals with a washer and dryer Osterville
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