
Vacation rentals in Osterville
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Osterville
Guests agree: these stays are highly rated for location, cleanliness, and more.

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/ two comfy bedrooms and a full bath. A finished lower level w/ private suite with bath, lounge, and laundry. Step outside to a yard with a dining table +patio, grill, outdoor shower, firepit with chairs. Sidewalks straight to town & 15 mins Craigsville beach bike ride; Hyannis and major routes are close by. PS4, Wi-Fi, beach gear, and BEACH parking pass 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.

101 Steps to Beach/Island/Bike Path
Experience the Seaside Town of Mattapoisett. Location! Relax in this cozy cottage that is 101 steps from the front door to the Beach/Island/Bike Path. Enjoy this popular, sought after scenic Path for walking, biking, or a day at the Beach. The path is known for its picturesque coastal views. Walking distance to the Quaint Town, Shipyard Park, and many restaurants. Ned's Point Lighthouse- 5min. Day trip to the Vineyard? Ferry- 14 min. Season Open! 20% off wk! Early Bird- 3,4,5 days- 10% off!

Your Private Garden
**10% discount for 7 night stays - One bedroom 2nd floor apartment in my owner-occupied home- perfect for a couple - with a spacious eat-in kitchen, shower bathroom, generous living room and separate bedroom. Bright and airy-in a prime location-1/2 block from Main Street, a block from Falmouth Harbor, an easy walk to the beach...with off-street parking. Relax in the secluded area -your Private Garden. Longer bookings eligible for a discount. No smoking please, and no pets.

Cottage in Centerville (BEACH PASS)
Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

Charming Cottage near Beach and Ferry.
2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.

Red Sky Retreat! Sun soaked 2 bedroom cottage!
Welcome to Red Sky Retreat! Our quaint sun soaked cottage with peekaboo ocean views is the ideal spot to unwind & getaway from it all! Spend all day soaking up the sun on one of the many nearby beaches, return home to our private outdoor shower then kick up your feet and relax in the backyard! Our recently remodeled home has all the amenities needed for a stress free beach vacation!

WATERFRONT PENTHOUSE OAK BLUFFS
3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle with our restaurant Lobsterville Bar & Grille below)

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!

Falmouth, Cozy Studio Near Old Silver Beach
This private studio is located in a quiet neighborhood. Located on the second floor, it has A/C, a skylight, Dish TV Amenities include a gazebo. The kitchenette includes a microwave, toaster oven and a Keurig coffee maker. The pool is NOT heated and is open seasonally (July 1 - Labor Day) Close to beaches! Please note there is NO STOVE in the unit.

Osterville Charming Cottage in the Heart of Wianno
This Nantucket style cottage is tucked away down a private lane but right in the heart of Wianno, the most prestigious section of Osterville. Just a stroll to the Village and less than a mile from Dowses Beach make this seaside bungalow a perfect retreat. Occupancy tax of 14.45% applicable. Certificate Number: C0089770200
Popular amenities for Osterville, Barnstable vacation rentals
Stay near Osterville's top sights
Other great vacation rentals in Osterville

Your Cape Escape

"Coddage"3BD|1BA, under 1 mile to beach | '26 Open

Renovated Cape Oasis W/ New Pool and Game Room!

Small Scales -Steps to Beach & Dwntn Harwich Port

Ocean Escape

Centerville Oasis, Heated Saltwater Pool!

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

Cozy ranch with private neighborhood beach
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 258 | € 258 | € 258 | € 269 | € 293 | € 369 | € 431 | € 445 | € 312 | € 300 | € 301 | € 323 |
| 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 vacation rentals in Osterville

Total vacation rentals
Explore 150 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 3,710 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 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
140 of Osterville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace 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 washer and dryer Osterville
- Rentals with a patio Osterville
- Rentals with a fire pit Osterville
- Pet-friendly rentals Osterville
- Rentals with a fireplace Osterville
- House rentals Osterville
- Family-friendly rentals Osterville
- Rentals with outdoor seating Osterville
- Rentals with pools Osterville
- Rentals with beach access Osterville
- 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
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Saquish Beach
- Nauset Beach
- Easton's Beach
- Race Point Beach




