
House vacation rentals in Osterville
Find and book unique houses on Airbnb
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 ﺩ.ﺇ404 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!
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!

Newly Renovated! Seconds to sand, fire pit, A/C
Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

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.

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.

★ 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!

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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!

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

WOW LAKE VIEW! Waterfront with Beach, King Bed
Wake up to magnificent Panoramic Views of a Beautiful Lake with Waves Lapping below your Window! Scan the QR code to See a Full Video Tour on YouTube. Guests love its Stylish, Peaceful, Open Design; Wall-to-Wall, Floor-to-Ceiling Windows; Private Beach with Chaise Lounge Chairs; a Full, Modern Kitchen; Comfortable King hybrid gel/coil Bed; Private Office; Bathroom with Curved Shower; AC, and Much More! It's like being on your own Luxury Houseboat!

Serene Lakefront Escape on Cape Cod
Cozy up at a peaceful lakefront retreat on Cape Cod. Perfect for quiet getaways, remote work, and off-season escapes. Enjoy serene views of Lawrence Pond—no crowds, just calm. Our space 4 bedroom home is tucked away in tranquility, yet minutes away from many fantastic Cape Cod beaches and stunning golf courses. 10 people maximum. 6ppl included in nightly rate, if over 6ppl, $35/per person, per night. (only for short term rental)
Popular amenities for Osterville house rentals
House rentals with a pool

Renovated Cape Oasis W/ New Pool and Game Room!

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

Mashpee Manor Pool House

Mansion with Heated Pool Near Ocean

Centerville Oasis, Heated Saltwater Pool!

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

Entire Hyannis Home | Downtown & Beaches

New construction, Near Craigville Beach & Main St.

The Habbi Shanti - Craigsville Beach Paradise

Cozy ranch with private neighborhood beach

Contemporary 5BR | Hot Tub | Dock

Happy Valley
Private house rentals

Bayview on Seconsett Island

Falmouth Summer Fun–Game Barn-Dog Friendly!

Private Lake Beach | Spectacular Views & Amenities

Haven on the hill

Stunning Cape cod home on Great Marsh

Sunny Cape Home, Bike to Beach, Central AC

Escape to the Cape for Families!

Ocean View Cape Cod Beach Cottage
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,212 | ﺩ.ﺇ1,359 | ﺩ.ﺇ1,781 | ﺩ.ﺇ2,020 | ﺩ.ﺇ2,112 | ﺩ.ﺇ1,469 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,469 | ﺩ.ﺇ1,414 |
| 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 |
Destinations to explore
- Family-friendly rentals Osterville
- Rentals with a patio Osterville
- Rentals with a fireplace Osterville
- Rentals with beach access Osterville
- Pet-friendly rentals Osterville
- Rentals with a fire pit Osterville
- Rentals with outdoor seating Osterville
- Rentals with a washer and dryer Osterville
- Rentals with pools Osterville
- House rentals Barnstable
- House rentals Barnstable County
- House rentals Massachusetts
- House rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- Coast Guard Beach
- Second Beach
- The Breakers
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- South Shore Beach
- Nickerson State Park
- Popponesset Peninsula
- Cahoon Hollow Beach
- Lighthouse Beach
- Nauset Beach
- Saquish Beach
- Cape Cod Inflatable Park
- Race Point Beach
- Skaket Beach




