
Holiday rentals with beach access in Osterville
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in Osterville
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ 2 Bike ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

Modern Fireplaced Carriage House with Beach Permit
Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

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.

Beach Glass Cottage - Pond Front
Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

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*

600 ft Walk to Ocean! 2nd floor Renovated Cottage!
Quaint second floor 785 sq ft unit w/ private entrance. 3 tenants MAX with ONE parking spot. 600 ft to shared neighborhood private beach. Great spot for couples or small families. NO guests without prior permission in house or on private beach. Queen bed in master, one twin bed in 2nd bedroom. Eat-in kitchen/living room. Bathroom w/ stand-up shower. Stocked w/ linens, towels, kitchen supplies. Island ferry boats - 1m. Historic Main St.- 1.2

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Relaxing Cottage in Centerville Village
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.

Centerville Studio with Town Beach Pass
Apartment is centrally located on Cape Cod in Centerville and complies with all local, state and federal laws. Living room has 50" HDTV w/cable, couch & full kitchen. Bedroom has a queen bed with quality linens & towels & 27" TV w/cable. Also includes town beach pass for free parking, beach chairs, & towels, umbrella, cooler, propane grill on patio and washer & dryer too. Privacy fence and an abundance of beautiful plants!

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

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 rentals with beach access in Osterville
Apartment rentals with beach access

In-law apt. with all the amenities of Home.

WATERFRONT PENTHOUSE OAK BLUFFS

Songbird Studio- Secluded but close to everything!

Cape Cod Beachfront 2 bedroom Cottage Harwich

Perfect Location for a Walking Vacation

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

Anchor Suite (Apartment A) 63 Pleasant St. Hyannis
House rentals with beach access

Mid-Century Modern home 5 minute walk to beach

Style & History in Restored Cape Carriage House

Spacious Modern Cottage, beach& Wychmere <1.4mile

Water Front Pond House - 3 acre Cape Cod Sanctuary

Classic Shingled Cape House Wooded Retreat

★ Sunlit Escape: 200 Yards from the Beach!

BeachPass|Mins2Downtown&Beach|FencedYard|PetsOk

Pebbles-romantic cottage for two!
Apartment rentals with beach access

Condo-Studio in Dennis Port

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Studio steps to a private beach! 2 paddle boards

Cape Cod Condo,Walk to Beach, near Nantucket Ferry

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Serenity By The Sea Walk to the Nantucket Sound

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Sandy Neck Provisions - Full Apartment
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £262 | £281 | £281 | £262 | £300 | £388 | £435 | £431 | £319 | £300 | £262 | £262 |
| 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 holiday rentals with beach access in Osterville

Total holiday rentals
Explore 60 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Osterville holiday rentals include wifi 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
- Family-friendly rentals Osterville
- Rentals with outdoor seating Osterville
- Rentals with pools Osterville
- Rentals with a washing machine and dryer Osterville
- Pet-friendly rentals Osterville
- Rentals with a firepit Osterville
- House rentals Osterville
- Rentals with a patio Osterville
- Fitness-friendly rentals Osterville
- Rentals with a fireplace Osterville
- Rentals with beach access Barnstable
- Rentals with beach access Barnstable County
- Rentals with beach access Massachusetts
- Rentals with beach access United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Second Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- The Breakers
- Minot Beach
- Nauset Beach
- Lighthouse Beach
- South Shore Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Nickerson State Park