
House vacation rentals in Osterville
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Top-rated house rentals in Osterville
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Spacious Modern Cottage, beach& Wychmere <1.4mile
Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

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.

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.

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

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.

Lakefront House/Private Dock/Year Round Hot Tub/AC
Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

The Driftwood Home, 5 min from Mashpee Commons, AC
- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

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.

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*

*Oceanfront Beach Home*
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

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!

Gorgeous Sunsets! Private family beach!
Saturday to Saturday weekly rental during summer months. Wrap around deck, beach and waterfront. Open layout. Perfect for families & Couples with a family beach . Stunning sunsets, very private and close to Mashpee commons, Falmouth and New Seabury all 10 minutes away. We are happy to have you for stays longer than 7 days! Just send us a note!
Popular amenities for Osterville house rentals
House rentals with a pool

Harwich Haven: Pool & Fire Pit

Sleeps 12 near beach. Hot tub game room

Modern Cape Cod home steps to beach; pool access!

Beachside Retreat pool&spa bball court

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

ShoestringBayHouse, waterfront & pool in Cotuit

Hyannis Port Coastal Escape – Pool & Walk to Beach

Large Home Heated Swimming Pool Private Beach
Weekly house rentals

Private Lake Beach | Spectacular Views & Amenities

Wedgewood Cottage (Available Year Round!)

Lake Shore Cottage - Waterfront with Beach Access

Stunning Cape cod home on Great Marsh

The Corner Place

Ocean view home on Cape Cod Bay

Escape to the Cape for Families!

Pet friendly Cotuit Charmer- 5min drive from beach
Private house rentals

Cape Diem; All New, 1.5M to Craigville Beach

Coastal Retreat Near Saltwater Beaches & Boating

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

Waterfront Sunsets, Gateway to Cape Cod

Charming Ranch, Near Beaches & Town in Osterville

Chez-Po_Barnstable A/C House

5mins2Beach,Fenced Yard,Central AC,Pet,Firepit,5BR

Charming Cape House with Private Hot Tub !
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 302 | € 302 | € 281 | € 285 | € 320 | € 419 | € 454 | € 432 | € 328 | € 259 | € 283 | € 302 | 
| 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 house rentals in Osterville
 - Total vacation rentals- Explore 120 vacation rentals in Osterville 
 - Nightly prices starting at- Osterville vacation rentals start at € 78 per night before taxes and fees 
 - Verified guest reviews- Over 2,280 verified reviews to help you choose 
 - Family-friendly vacation rentals- 110 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 40 rentals that welcome pets 
 - Vacation rentals with a pool- 20 properties feature pools 
 - Rentals with dedicated workspaces- 70 properties have a dedicated workspace 
 - Wi-Fi availability- 120 of Osterville vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across Osterville rentals 
 - 4.8 Average rating- Osterville stays are highly rated by guests—averaging 4.8 out of 5! 
Destinations to explore
- Rentals with outdoor seating Osterville
- Pet-friendly rentals Osterville
- Rentals with a fireplace Osterville
- Rentals with beach access Osterville
- Rentals with a patio Osterville
- Rentals with a washer and dryer Osterville
- Rentals with a fire pit Osterville
- Fitness-friendly rentals Osterville
- Family-friendly rentals Osterville
- Rentals with pools Osterville
- House rentals Barnstable
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- 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
