House holiday rentals in Osterville

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Top-rated house rentals in Osterville

Guests agree: These houses 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
4.88 out of 5 average rating, 160 reviews

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.

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 6/20-9/15/26. The reviews tell all!

Top Guest favourite
A cozy family room features a slip-covered sofa and two light-colored armchairs, arranged around a wooden coffee table. A brick fireplace complements the space, and a flat-screen TV is mounted above it. Light from the window illuminates the warm wooden flooring.
Home in Mashpee
4.94 out of 5 average rating, 131 reviews

Newly Renovated! Seconds to sand, fire pit, A/C

Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

Guest favourite
The exterior of a two-story residential building is displayed, featuring light gray siding and dark blue shutters. A well-maintained lawn surrounds the home, complemented by two coniferous trees and various shrubs. The entrance is marked by a solid black door, enhancing the home’s facade.
Home in Barnstable
4.91 out of 5 average rating, 107 reviews

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.

Guest favourite
A single-story ranch home is set among trees, featuring a stone pathway leading to a front door framed by multiple windows. A bench is positioned on the grassy lawn, adorned with colorful flowers adding life to the landscape.
Home in Barnstable
4.89 out of 5 average rating, 138 reviews

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.

Guest favourite
The living room features a neutral color palette with cozy seating arrangements, including a large gray sectional and a wicker chair. A flat-screen TV is mounted above a bright white fireplace. A coffee table sits at the center, surrounded by soft area rugs, with natural light streaming through a nearby window.
Home in Yarmouth
4.93 out of 5 average rating, 161 reviews

Cape Cottage✦Walk to Beaches✦Large Fenced Yard

🐕pet friendly 🚿outdoor shower! 🔥private backyard with fire pit! ❄️central AC 🏖 Less than a mile (4 min) to local beaches 😊accommodations for 6 guests! 📶high speed Wi-Fi 🍽full kitchen & modern appliances Welcome to your next Cape Cod vacation! Our cozy South Yarmouth home is the perfect spot to relax and recharge. This pet-friendly 2 bed & 1 bath is equipped with central AC, modern appliances, spacious rooms, a large fenced-in backyard, and enough sleeping space for up to six guests.

Top Guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 223 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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 modern dining area is presented with a light wooden table surrounded by yellow chairs and a long bench. A vibrant, multicolored rug lies underneath, and a bouquet of flowers sits at the center. A tall green plant adds a refreshing touch to the space.
Home in Barnstable
4.98 out of 5 average rating, 101 reviews

Cape Cod Beach House -Beach Pass Included!

Thoughtfully designed for travelers, by travelers, our relaxing beach bungalow is your perfect getaway! Relax & recharge while surrounded by gorgeous beaches with everything you need at your fingertips. Charming 2 bedroom home & peaceful yard within a quiet, centrally located neighborhood - hiking trails & beaches abound. Whether you’re staying for a weekend or a week, our comfortable home is the perfect spot for your Cape Cod getaway! Central Air, WiFi, Alexa & Beach Pass included too!

Guest favourite
An aerial view captures the house situated on a peninsula, surrounded by Lake Wequaquet's calm waters. Lush greenery lines the shore, while the sunset casts a warm golden hue across the landscape, creating a serene and tranquil setting.
Home in Barnstable
4.87 out of 5 average rating, 129 reviews

Lake Front Cape House on Private Peninsula

Cape Cod house surrounded by fresh water Lake Wequaquet in Centerville, Cape Cod. Access lake with on property beach & dock, fenced in yard. Kayaks provided. Weekly 5 days prefer in July & August. Shorter stays in off season & dates open(aug. 17-20). Aug. 26-28 open please reach out. No Parties at the house or more people than the reservation states! Maximum 7 adults 1 child. No events except for photo shoots. Seasonal prices & extended stays available.

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
4.87 out of 5 average rating, 103 reviews

Charming 4 bedroom beach cottage. Newly decorated.

Charming, traditional Cape cottage; newly redecorated and refinished. Spacious home with 4 bedrooms / 2.5 bathrooms, suitable for couples, families and friend groups alike. A very short 5 minute walk to the beach and its stunning views of Nantucket Sound and within walking distance of historic Main Street shops, bars and restaurants. A perfect base to explore the Cape's beaches, islands and towns.

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 Mashpee Neck
5 out of 5 average rating, 203 reviews

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 Osterville house rentals

When is the best time to visit Osterville?

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Avg. price$494 AUD$494 AUD$459 AUD$466 AUD$523 AUD$685 AUD$777 AUD$812 AUD$565 AUD$494 AUD$565 AUD$544 AUD
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Quick stats about house rentals in Osterville

  • Total holiday rentals

    Explore 120 holiday rentals in Osterville

  • Nightly prices starting at

    Osterville holiday rentals start at $141 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Osterville holiday 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!