
Vacation rentals with beach access in Osterville
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Top-rated beach access rentals in Osterville
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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.

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass
RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

Quaint Cape Cod Cottage on a Private Beach!
Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new contemporary coastal decor is cozy and comfortable and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach with stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

1-level fenced in yard Craigville Beach 2200sqft
Welcome to Midori On The Cape! 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.

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 House, Harbor View and Family Friendly.
Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

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.

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.

The Ideal Spot
The perfect getaway in Falmouth for all seasons! Our home is beautifully located overlooking Bourne’s Farm and we are steps away to the picturesque Shining Sea Bike Path. Enjoy a beautiful scenic 8.5 mile ride winding your way thru the Sippewisset marsh and along the coastline to the seaside village of Woods Hole. Where you can enjoy the local restaurants ,shops and science learning or jump on the ferry to Marta’s Vineyard.

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!

“Cozy Cottage” on Great Bay
Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.
Popular amenities for Osterville beach access rentals
Apartment rentals with beach access

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

Cape Cod Beachfront 2 bedroom Cottage Harwich

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

Peace By The Bay

Main Street on the Park

Centerville Studio with Town Beach Pass

Perfect Location! Modern Hyannis Center Apartment!
House rentals with beach access

Three Ships Cove | Walk to Craigville Beach

Osterville- New Renovation, Central AC, Beach Pass

Cozy Cape Cod Beach House With Central A/C

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

The Osprey Nest - Beach house with stunning views

Osterville 4BR, Hot Tub, Beach Pass, Walk to Pond

Cheerful, renovated 2 bdrm-block to beach. Dog ok.

Perfectly situated home in beautiful Osterville
Condo rentals with beach access

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 2 Bed 2 Bath, Golf & Free Resort Access

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

Sandy Neck Provisions - Full Apartment

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

The Sea Salt Studio - Steps to the Beach!
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $350 | $375 | $375 | $350 | $400 | $518 | $610 | $600 | $450 | $400 | $350 | $350 |
| Avg. temp | 32°F | 32°F | 37°F | 45°F | 54°F | 63°F | 70°F | 69°F | 64°F | 55°F | 46°F | 38°F |
Quick stats about vacation rentals with beach access in Osterville

Total vacation rentals
Explore 60 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at $70 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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!
Destinations to explore
- House rentals Osterville
- Rentals with outdoor seating Osterville
- Rentals with a fireplace Osterville
- Family-friendly rentals Osterville
- Rentals with a fire pit Osterville
- Rentals with a washer and dryer Osterville
- Pet-friendly rentals Osterville
- Rentals with pools Osterville
- Rentals with a patio Osterville
- Fitness-friendly rentals 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
- White Horse Beach
- Horseneck Beach State Reservation
- Second Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- The Breakers
- Island Park Beach
- Lighthouse Beach
- Inman Road Beach
- Minot Beach
- Nauset Beach
- South Shore Beach
- Town Neck Beach
- Ellis Landing Beach
- Nickerson State Park
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