Holiday rentals with beach access in Osterville

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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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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
4.95 out of 5 average rating, 128 reviews

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 6/20-9/15/24. The reviews tell all!

Guest favourite
A charming cottage exterior is surrounded by lush greenery and blooming rose bushes, with a white picket fence enclosing the front yard. The gabled roof and shingle siding complement the tranquil landscape, offering a welcoming first impression.
Cottage in New Seabury
4.9 out of 5 average rating, 178 reviews

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!

Top guest favourite
An open living area features light wood flooring and exposed beam ceilings. Two blue sofas are positioned around a white coffee table. A fireplace with a white brick mantel serves as a focal point. The kitchen is visible in the background, adding to the spacious layout.
Home in Hyannis Port
4.97 out of 5 average rating, 115 reviews

★ 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.

Guest favourite
A charming cottage exterior is shown, featuring large, double-hung windows framed by blue shutters. Lush flower beds with pink, purple, and yellow blooms flank the front, providing a vibrant and inviting touch to the peaceful residential setting.
Cottage in Craigville
4.88 out of 5 average rating, 116 reviews

Cozy Cottage - Steps to Craigville Beach

Come enjoy the beauty of Centerville, MA and Craigville Beach in our summer home! This clean and cozy cottage is just a 5 minute stroll from the beach and provides guests with the perfect setting for a relaxing vacation. Perfect for couples, families, and small groups of friends, this cottage can comfortably sleep 2-5 guests and offers all the necessary amenities for your ideal vacation. Enjoy a cold drink on the back deck or soak up the rays on the beach- you have found your destination!

Top guest favourite
The exterior of a spacious coastal property is shown, featuring a wraparound porch and light grey shingle siding. A clear blue sky complements the beach setting, with soft sand leading to the ocean in the background. Lush greenery borders the property, providing a sense of seclusion.
Home in Sandwich
4.99 out of 5 average rating, 147 reviews

Salt Eire | Oceanfront Beach Home

Welcome to Salt Eire. Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

Guest favourite
A spacious living area is shared between a large wooden dining table and a comfortable seating arrangement. A textured light fixture hangs above the table, while a television is mounted in the background. Windows allow natural light to fill the space, enhancing the open feel.
Home in Barnstable
4.93 out of 5 average rating, 152 reviews

Cozy 1-level fenced yard Craigville Beach 2000sqft

Welcome to Midori On The Cape! This freshly renovated 3-bedroom, 2-bath, Cape-style house features 2000 sq ft all in one level in a quiet neighborhood, 15000 sqft lot with fenced in flat backyard, fire pit, string lights, BBQ-grille. Quick access to Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 2 living rooms, 2 dining areas, 3 super-sized bedrooms. Perfect for family staycation and gathering, get away.

Guest favourite
A recreational area is presented, featuring a large wooden pool table at its center. Nearby, an air hockey table is visible. Comfortable seating is arranged along a wall with a mix of light and pastel colors, contributing to the spacious layout.
Cottage in Barnstable
4.8 out of 5 average rating, 121 reviews

Koi pond ranch w. Game room by the lake

Our spacious, bright and very private ranch is a perfect place for a relaxing getaway on the Cape. Our house boasts central A/C, hardwood floors, an updated open kitchen, a breakfast bar, granite counters, 2 glass sliders, 1 w/ deck access that flows to the sprawling, private yd. The amazing master bed retreat w/ private deck access will 'wow' you w/ its beamed cathedral ceil. /skylights. Based has s pool table, air hockey and Movie theater. 10 min walk to the Lake beach

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
4.99 out of 5 average rating, 173 reviews

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.

Guest favourite
The exterior of the cottage features a well-maintained lawn with lush green trees in the background. A wooden deck extends from the house, along with patio chairs overlooking a tranquil pond surrounded by vibrant flowers and plants.
Cottage in Centerville
4.93 out of 5 average rating, 100 reviews

The Holly Cottage

Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

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
5 out of 5 average rating, 160 reviews

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.

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 Craigville
4.88 out of 5 average rating, 156 reviews

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.

Top guest favourite
An aerial view captures a spacious lakefront home surrounded by lush greenery, with calm waters reflecting the sky. A vast lawn leads to the edge of Lawrence Pond, providing a serene backdrop to the property.
Home in Sandwich
4.97 out of 5 average rating, 108 reviews

Serene Lakefront Escape on Cape Cod

Cozy up at a peaceful lakefront retreat on Cape Cod. Perfect for quiet getaways, remote work, and off-season escapes. Enjoy serene views of Lawrence Pond—no crowds, just calm. Our space 4 bedroom home is tucked away in tranquility, yet minutes away from many fantastic Cape Cod beaches and stunning golf courses. 10 people maximum. 6ppl included in nightly rate, if over 6ppl, $35/per person, per night. (only for short term rental)

Popular amenities for rentals with beach access in Osterville

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Quick stats about holiday rentals with beach access in Osterville

  • Total holiday rentals

    Explore 50 holiday rentals in Osterville

  • Nightly prices starting at

    Osterville holiday rentals start at £61 per night before taxes and fees

  • Verified guest reviews

    Over 1,580 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

    50 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!