
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 G$23,010 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!
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.

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!

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.

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.

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!

Mashpee Manor Pool House

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

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

Overlook Poolside Getaway Heated Pool (May - Oct 2

Centerville Oasis, Heated Saltwater Pool!

Hyannis Port Coastal Escape – Pool & Walk to Beach

Winslow Acres [heated] Pool Escape; pool May-Oct
Weekly house rentals

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

Lake charm

Swan nest escape

Stunning Cape cod home on Great Marsh

Sunny Cape Home, Bike to Beach, Central AC

New construction, Near Craigville Beach & Main St.

Cozy ranch with private neighborhood beach

Entire House • Hyannis • Across from the Beach
Private house rentals

Walk to Lake Wequaquet Beach | 4BR Cape Cod

The Hideaway - Harwich Port Getaway

Entire Hyannis Home | Downtown & Beaches

Contemporary Home w/ Private Hot Tub, Deck, Game R

Cape Cod Beachfront Cottage

Tranquil Cape Getaway 4BD/2BA with A/C, beach pass

Steps to Private Beach!!

Lovely, Spacious Cottage near Craigville beach
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,754 GYD | G$73,841 GYD | G$80,116 GYD | G$69,030 GYD | G$77,397 GYD | G$101,453 GYD | G$115,050 GYD | G$120,279 GYD | G$83,672 GYD | G$73,213 GYD | G$83,672 GYD | G$80,535 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 |
Destinations to explore
- Rentals with outdoor seating Osterville
- Family-friendly rentals Osterville
- Rentals with beach access Osterville
- Rentals with a fire pit Osterville
- Rentals with a patio Osterville
- Pet-friendly rentals Osterville
- Rentals with a fireplace Osterville
- Fitness-friendly rentals Osterville
- Rentals with pools Osterville
- Rentals with a washer and dryer 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
- Second Beach
- Coast Guard Beach
- The Breakers
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
- South Shore Beach
- Nickerson State Park
- Popponesset Peninsula
- Cahoon Hollow Beach
- Nauset Beach
- Saquish Beach
- Lighthouse Beach
- Cape Cod Inflatable Park
- Race Point Beach
- Skaket Beach





