
House holiday 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!

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.

Cape Cottage✦Walk to Beaches✦Large Fenced Yard
🐕pet friendly 🚿outdoor shower! 🔥private backyard with fire pit! ❄️central AC 🏖 Less than a mile (4 min) to local beaches 😊accommodations for 6 guests! 📶high speed Wi-Fi 🍽full kitchen & modern appliances Welcome to your next Cape Cod vacation! Our cozy South Yarmouth home is the perfect spot to relax and recharge. This pet-friendly 2 bed & 1 bath is equipped with central AC, modern appliances, spacious rooms, a large fenced-in backyard, and enough sleeping space for up to six guests.

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.

★ 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!

Lake Front Cape House on Private Peninsula
Cape Cod house surrounded by fresh water Lake Wequaquet in Centerville, Cape Cod. Access lake with on property beach & dock, fenced in yard. Kayaks provided. Weekly 5 days prefer in July & August. Shorter stays in off season & dates open(aug. 17-20). Aug. 26-28 open please reach out. No Parties at the house or more people than the reservation states! Maximum 7 adults 1 child. No events except for photo shoots. Seasonal prices & extended stays available.

Charming 4 bedroom beach cottage. Newly decorated.
Charming, traditional Cape cottage; newly redecorated and refinished. Spacious home with 4 bedrooms / 2.5 bathrooms, suitable for couples, families and friend groups alike. A very short 5 minute walk to the beach and its stunning views of Nantucket Sound and within walking distance of historic Main Street shops, bars and restaurants. A perfect base to explore the Cape's beaches, islands and towns.

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

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

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

Spacious Retreat With Pool, Game Room & Fireplace

Hyannis Port Coastal Escape – Pool & Walk to Beach

Luxury Historic Estate with Expansive Grounds

Home w/ golf view, salted heat pool, mins to beach

Jolly Captain Lighthouse

Centerville Pool House
Weekly house rentals

Walk to Lake Wequaquet Beach | 4BR Cape Cod

The Lobster Pot: Lake Tashmoo, beachfront

Charming Ranch, Near Beaches & Town in Osterville

Modern Marvel in Woods Hole - Walk to town & ferry

Wedgewood Cottage (Available Year Round!)

Lake Shore Cottage - Waterfront with Beach Access

Walk to Old Silver Beach

C'ville House - 0.4mi to beach
Private house rentals

Charming Cozy Coastal Retreat|Pet Friendly|EV

Relaxing Cape Cod Home Near Everything

Entire Hyannis Home | Downtown & Beaches

Entire home newly renovated in August 2025

Private Beach Access, Kayaks, Outdoor Shower+Bikes

Lakefront Stunning Cape Cod Views w Private Beach

Pet friendly Cotuit Charmer- 5min drive from beach

Salty Sunsets | Coastal Luxury by Beach & Main St
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $494 AUD | $494 AUD | $459 AUD | $466 AUD | $523 AUD | $685 AUD | $777 AUD | $812 AUD | $565 AUD | $494 AUD | $565 AUD | $544 AUD |
| 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 holiday rentals
Explore 120 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at $141 AUD per night before taxes and fees

Verified guest reviews
Over 2,380 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Osterville holiday 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 outdoor seating Osterville
- Rentals with pools Osterville
- Rentals with a fire pit Osterville
- Rentals with a patio Osterville
- Pet-friendly rentals Osterville
- Rentals with beach access Osterville
- Family-friendly rentals Osterville
- Rentals with a washing machine and dryer Osterville
- Rentals with a fireplace 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
- New Silver Beach
- Pinehills Golf Club
- Sandy Neck Beach
- South Shore Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Saquish Beach
- Race Point Beach
- Nauset Beach
- Skaket Beach




