
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.

Osterville- New Renovation, Central AC, Beach Pass
Minimum age-28 years old. Osterville-Total renovation in 2022. Beach pass for all Barnstable beaches. Set on a gorgeous tree-lined street this 3 bdrm, 2.5 ba, office with futon, 2,900 sq ft with full A/C. Home has been updated to perfection. Brand new: kitchen with stone countertops, stainless steel appliances, bathrooms, hardwood floors, washer/dryer, queen-size sofabed, outdoor shower and deck. A mile to Dowses Beach, short walk to Joshua Pond, Osterville village & Armstrong Kelly Park

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. Beautiful 3 br ranch. Brand new Central AC and heating system, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating, outdoor shower. 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.

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!

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*

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!

Newly renovated garden carriage house
The Carriage house is very homey and in a nice quiet setting. The house is surrounded by gardens, providing plenty of privacy. There is a nice outdoor space with a table and chairs and a grill to cook on as well. There is also central air throughout the entire house. Newly renovated kitchen and new furnishings throughout the space.
Popular amenities for Osterville house rentals
House rentals with a pool

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

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

Mashpee Manor Pool House

Centerville Oasis, Heated Saltwater Pool!

Seaview Summit | Ocean Views, Indoor Pool, Beach

Hyannis Port Coastal Escape – Pool & Walk to Beach

Luxury Historic Estate with Expansive Grounds

Jolly Captain Lighthouse
Weekly house rentals

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

Swan nest escape

Wedgewood Cottage (Available Year Round!)

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

The Habbi Shanti - Craigsville Beach Paradise

Ocean View Cape Cod Beach Cottage

New Home 1 Bedroom and Bath Sleeps 4

Home in Barnstable
Private house rentals

Newly Renovated 2000 sqft near Craigville Beach

Beachfront Beauty

The Perfect Cape Cod Family Getaway-Ideal Location

Haven on the hill

Stunning Cape cod home on Great Marsh

New construction, Near Craigville Beach & Main St.

Escape to the Cape for Families!

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$62,727 GYD | G$73,808 GYD | G$80,081 GYD | G$68,999 GYD | G$77,363 GYD | G$101,408 GYD | G$114,999 GYD | G$120,226 GYD | G$83,635 GYD | G$73,181 GYD | G$83,635 GYD | G$80,499 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$23,000 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
- Fitness-friendly rentals Osterville
- Family-friendly rentals Osterville
- Rentals with a washer and dryer Osterville
- Rentals with beach access Osterville
- Rentals with outdoor seating Osterville
- Rentals with a fire pit Osterville
- Rentals with pools Osterville
- Rentals with a patio Osterville
- Pet-friendly rentals Osterville
- House rentals Barnstable
- House rentals Barnstable County
- House rentals Massachusetts
- House rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Easton Beach
- Second Beach
- The Breakers
- Sandy Neck Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Nauset Beach
- Falmouth Heights Beach
- South Shore Beach
- Saquish Beach
- Lighthouse Beach
- Nickerson State Park
- Skaket Beach
- Cahoon Hollow Beach
- Easton's Beach
- Cape Cod Inflatable Park
- Race Point Beach





