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Holiday rentals with beach access in Osterville

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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 £66 per night before taxes and fees

  • Verified guest reviews

    Over 1,830 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

    40 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!

Top-rated rentals with beach access in Osterville

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Guest favourite
A bright living room features light blue walls and hardwood flooring, with natural light streaming through skylights. A cozy seating area includes a grey sectional and a light-colored side table, while a fireplace is adorned with decorative art. A television is positioned across from the seating arrangement.
Home in Barnstable

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.

4.88 out of 5 average rating, 174 reviews
Top guest favourite
A traditional Cape cottage is displayed, featuring natural wood siding and multiple dormer windows. A well-maintained lawn and neatly trimmed hedges surround the house. Air conditioning unit is visible on the exterior, and a vehicle is parked in the driveway.
Home in Hyannis Port

Charming Cape Cod cottage in perfect location.

Beautifully presented traditional Cape cottage. Recently remodelled and upgraded. Located in a quiet neighbourhood.There are 4 bedrooms, 2 of which have private bathrooms, a family bathroom and half bath. Perfect for couples, families and friend groups alike. A short 5 minute walk to the beach and its stunning views of Nantucket Sound, within walking distance of historic Main Street with its many shops, bars and restaurants. A perfect base to explore the Cape's beaches, islands and towns.

4.88 out of 5 average rating, 117 reviews
Top guest favourite
Guest suite in Centerville

“The Hideaway”Private Guest Suite/Pool/Beach Pass

Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.

4.99 out of 5 average rating, 104 reviews
Top guest favourite
The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.
Home in Cotuit

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!

4.96 out of 5 average rating, 143 reviews
Guest favourite
Home in Marstons Mills

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.

4.9 out of 5 average rating, 176 reviews
Guest favourite
The exterior of a charming Cape house is visible, featuring a light-colored shingle facade and a distinct triangular roof. A welcoming porch adorned with white latticework provides seating. The setting is enhanced by a clear blue sky, with nearby trees offering a touch of greenery.
Home in West Yarmouth

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.

4.89 out of 5 average rating, 538 reviews
Top guest favourite
The cottage exterior features a charming white facade with several windows illuminated in warm light. A welcoming front porch is adorned with potted plants, and an American flag is displayed. The surrounding lawn is well-maintained, enhancing the inviting atmosphere.
Cottage in Barnstable

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.

4.99 out of 5 average rating, 189 reviews
Top guest favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth

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.

5.0 out of 5 average rating, 169 reviews
Guest favourite
A spacious living room is captured, featuring light-toned sofas arranged around a wooden coffee table. A large television sits on a stand, with natural light streaming through tall, arched windows. A patterned rug adds color beneath the furniture, and indoor plants enhance the ambiance.
Home in Barnstable

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*

4.83 out of 5 average rating, 196 reviews
Top guest favourite
The exterior of the house is surrounded by well-maintained greenery and tall, lush trees. A welcoming front entrance is framed by neatly trimmed hedges, leading to a slate pathway and steps. Large windows allow natural light to brighten the façade.
Home in Centerville

Luxury House 0.25 mi from Craigville Beach

Welcome to Beyond the Beach Cape Cod in beautiful Centerville; close to Hyannis! During these uncertain times, be assured that we are taking every precaution available to us to ensure the health and safety of our guests. We are instituting enhanced cleaning of all sheets, mattress protectors and pillow protectors and quilts prior to each rental. After each stay we empty, clean and refill the outdoor hot-tub, which is available for your use year-round!

4.98 out of 5 average rating, 171 reviews
Top guest favourite
The exterior of Salt Tide Cottage is shown, featuring a white-sided structure with a dark blue door and a large star decoration. A small seating area with two chairs and a table is positioned in front, surrounded by well-maintained green grass and trees.
Guest house in Barnstable

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.

4.88 out of 5 average rating, 173 reviews
Top guest favourite
An outdoor patio area is illuminated softly at dusk, featuring a dining set with a table and several chairs arranged on a patterned rug. Lush greenery and flowering plants surround the space, while lanterns provide a gentle glow, enhancing the tranquil environment.
Home in Marstons Mills

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!

5.0 out of 5 average rating, 231 reviews

Popular amenities for rentals with beach access in Osterville

KitchenWifiPoolFree parking on premisesAir conditioning

Apartment rentals with beach access

Top guest favourite
A spacious living area features a brick fireplace and a television. A comfortable sofa and armchairs are arranged around a coffee table on a patterned rug. A dining table with seating is visible in the background, along with decorative wall art and natural light from the windows.
Flat in Barnstable

Spacious & bright, near beaches

4.97 out of 5 average rating, 138 reviews
Top guest favourite
An open living area showcases a cozy seating arrangement with a light-colored couch facing a wall-mounted 4k OLED TV. A round wooden coffee table sits in the center, surrounded by a vibrant flower arrangement. Bright natural light filters through, creating a welcoming space.
Flat in Hyannis

Ensign Suite | Nantucket Boat | Hyannis + Parking

4.98 out of 5 average rating, 166 reviews
Top guest favourite
A wooden staircase leads down through lush greenery towards a serene lake. Vibrant flowers in a planter add a touch of color to the natural landscape, while tall trees frame the scene, creating a peaceful atmosphere.
Flat in Sandwich

Spacious 2 Bedroom Lakefront Suite

4.92 out of 5 average rating, 145 reviews
Top guest favourite
A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.
Flat in West Dennis

The Cape Cod Perch at West Dennis Beach Studio Apt

4.99 out of 5 average rating, 152 reviews
Top guest favourite
A bright living area features a large window that allows natural light to fill the space. Comfortable seating includes a gray sofa and a dark blue loveseat. A wooden coffee table sits between them, and a ceiling fan helps maintain a comfortable temperature.
Flat in Sagamore Beach

Cape Cod Canal Home

4.98 out of 5 average rating, 129 reviews
Top guest favourite
A functional kitchen space is equipped with essential appliances, including a stove, microwave, and toaster. Wooden cabinetry houses various kitchenware. The layout features a countertop with a dish rack and a small step stool beneath. Soft lighting creates a welcoming atmosphere.
Flat in East Falmouth

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

4.95 out of 5 average rating, 351 reviews
Guest favourite
An aerial view highlights the scenic Onset area, showcasing the nearby beach and water bodies. The renovated Sea Captain's house is marked, surrounded by a largely residential neighborhood with streets leading to the coastline.
Flat in Wareham

☀️ Spacious and Bright -- The Sailboat Suite

4.92 out of 5 average rating, 215 reviews
Top guest favourite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
Flat in Brewster

Songbird Studio- Secluded but close to everything!

4.97 out of 5 average rating, 133 reviews

House rentals with beach access

Top guest favourite
Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

4.99 out of 5 average rating, 102 reviews
Top guest favourite
A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.
Home in Hyannis Port

Cottage with private beach in Hyannis Port

4.91 out of 5 average rating, 229 reviews
Top guest favourite
The exterior of a classic Cape Cod gambrel-style home is presented, featuring shingle siding and blue shutters. A welcoming front porch with white rocking chairs and hanging planters enhances the entrance, surrounded by a well-maintained lawn with blooming flowers and greenery.
Home in Barnstable

Historic Home in Prime Village Location: Sleeps 6

5.0 out of 5 average rating, 17 reviews
Top guest favourite
The exterior of a charming Cape Cod-style home is displayed, featuring a well-maintained lawn and symmetrical windows. The house is accented by subtle landscaping and a welcoming front porch with light fixtures. American flags are placed by the entrance, enhancing its inviting appearance.
Home in Barnstable

Newly Renovated Cape, walk to Osterville

4.98 out of 5 average rating, 42 reviews
Top guest favourite
Two lounge chairs are positioned around a low table, offering a clear view of Sam Pond. Lush greenery and trees frame the scene, providing a serene outdoor space. Lanterns are placed on the table, adding a subtle touch to the inviting patio.
Home in Barnstable

Sam Pond Oasis w/Grill, Patio, Beach Pass

4.97 out of 5 average rating, 71 reviews
Top guest favourite
A stone pathway leads to a charming home surrounded by lush greenery and mature trees. Colorful flowers and plants are visible in the garden, providing a vibrant backdrop to the inviting exterior of the house.
Home in Barnstable

Perfectly situated home in beautiful Osterville

4.9 out of 5 average rating, 58 reviews
Guest favourite
Home in Barnstable

4 bedroom Cape in private neighborhood

4.98 out of 5 average rating, 45 reviews
Guest favourite
The exterior of the cottage is presented, featuring a large deck and a well-maintained lawn. The wooden siding reflects a traditional design, and trees provide natural shade. Outdoor seating is arranged on the deck, enhancing the inviting outdoor space.
Home in Barnstable

Pristine Osterville Cottage

4.9 out of 5 average rating, 29 reviews

Apartment rentals with beach access

Guest favourite
Apartment in New Seabury

New Seabury Cape Condo | Pool & Beach Escape

4.97 out of 5 average rating, 179 reviews
Guest favourite
A light-filled living room features a comfortable gray sofa, a white coffee table, and a cozy armchair beside a decorative fireplace. Blue walls are complemented by plush rugs and curtains, while a flat-screen TV is mounted above the fireplace, creating an inviting space.
Apartment in Hyannis Port

Short walk to the Beach and Downtown Hyannis!

4.86 out of 5 average rating, 105 reviews
Top guest favourite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
Apartment in Brewster

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

5.0 out of 5 average rating, 101 reviews
Guest favourite
The kitchen features wooden cabinetry and a stainless steel refrigerator. A gas stove is situated next to a black countertop with a sink. A small dining table with four chairs is present, along with a patterned rug on the floor.
Apartment in Yarmouth

Seaview Cottage

4.75 out of 5 average rating, 149 reviews
Top guest favourite
A serene sandy beach extends towards the calm ocean, with gentle waves lapping at the shore. A wooden post stands at the water's edge, adding a natural element to the tranquil scene. The sky creates a soft, hazy backdrop, enhancing the peaceful atmosphere.
Apartment in Dennis Port

Charming Condo, Short Walk to Beach

4.96 out of 5 average rating, 158 reviews
Top guest favourite
A communal pool area features a clear blue pool surrounded by concrete decking. Lounge chairs are arranged neatly on the sides, with greenery visible in the background. A wooden fence encloses the area, providing a private atmosphere.
Apartment in Dennis Port

Sea Salt Studio - Steps to Glendon Rd Beach

4.92 out of 5 average rating, 131 reviews
Top guest favourite
A spacious living area features a light-colored sofa and a patterned accent chair. A dining table for four and a coffee table are present. Large windows allow natural light, showcasing the balcony view. A ceiling fan provides ventilation, and an air conditioning unit is visible.
Apartment in Brewster

Ocean Edge Resort-Pool Access-Golf View-2 bdr/2bth

5.0 out of 5 average rating, 99 reviews
Superhost
An aerial view captures the proximity of the cottage to Craigville Beach. Southwinds Circle is visible, with residential homes lining the street. The sandy beach stretches along the bottom of the image, indicating easy beach access from the properties.
Apartment in Barnstable

Oceanside Cottage Apt2 at Craigville Beach

4.56 out of 5 average rating, 85 reviews