Oysterville, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Oysterville, Massachusetts on RentalSaver.com!

Oysterville Rentals

Filter

Popular Areas

From $533 per night (USD)
VRBO
Osterville- Spacious, family friendly renovated 3BR, Outdoor shower & Beach Pass
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Great Osterville rental for families! Chef's kitchen and updated bathrooms. Short drive to beach, pond or charming Oster ...
From $533 per night (USD)
VRBO
Click For Pricing
Expedia
Osterville Gem with Central A/C and Walking Distance to Joshua’s Pond!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful home is located within walking distance of Osterville Village and Joshua's Pond and a few minutes drive t ...
Click For Pricing
Expedia
From $501 per night (USD)
VRBO
Contemporary Gem with Private Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 21001 - Splash Landing: Contemporary Gem with Private Pool! The Space: Take time to slow down and relax poolsi ...
From $501 per night (USD)
VRBO
From $741 per night (USD)
Expedia
Beautiful Osterville Home central to everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful 3 bed, 2 1/2 bath cape is centrally located close to everything! It is right on the Wianno Golf Course, ...
From $741 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Cape-style home in private neighborhood
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bright, beachy decor and an open floor plan greet you in this centrally located Cape home with countless amenities. Loc ...
Click For Pricing
VRBO
From $553 per night (USD)
Expedia
Charming home in Osterville close to beach! Includes beach pass
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Conveniently located a short walk to the Village of Osterville, this home is situated in charming neighborhood close to ...
From $553 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Great Outdoor Space Central AC WIFI Family Friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
3 Bedroom - 1.5 Baths - Sleeps 5 During Peak Summer Season Until Labor Day - a 7-night Friday-to-Friday rental reservati ...
From $308 per night (USD)
VRBO
Click For Pricing
Expedia
Family Friendly Cape House Retreat with Beach Pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
1
Escape to the Cape and enjoy a family vacation in a spacious home just 2 miles from the beach yet centrally located on C ...
Click For Pricing
Expedia
From $774 per night (USD)
VRBO
Charming 4BR Osterville Home, Walk to Pond, 2 mi to beach, Hot Tub & Beach Pass
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your perfect Cape escape! Nestled in a quiet, family-friendly neighborhood in Osterville, this beautifully a ...
From $774 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Private Saltwater Pool, Game Room, near Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 21017 - Salt Wind: Private Saltwater Pool, Game Room, near Beaches! The Space: Your Cape Cod escape begins her ...
From $391 per night (USD)
Expedia
From $835 per night (USD)
VRBO
3-bedroom home in heart of Osterville, quite neighborhood - 1 summer week left
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfect home for families and couples. Two first floor bedrooms with queen beds and private en-suite full baths. Spaciou ...
From $835 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Walk to Shops & Dining: Cozy Osterville Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
BBQ Ready | Recently Renovated | Convenient Main St Location Step into Cape Cod living at this 2-bed, 1-bath Osterville ...
From $337 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Cape Cod getaway near Craigville Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax in this sunny Osterville home near village cafés and 3 beaches. The open main floor has a roomy living area and ea ...
From $422 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Adorable 2 bedroom, 2 bath Osterville Cottage walk to Village, close to beach, beach pass included.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our charming cottage vacation rental, boasting 2 bedrooms and 2 bathrooms. Located within walking distance of ...
From $262 per night (USD)
VRBO
From $1463 per night (USD)
VRBO
Heated Private Pool, Walk to beach & shops, fully renovated house
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
A five minute walk to Osterville's Wianno Club on Seaview Ave and to Dowse's Beach, this four bedroom, four bath home w ...
From $1463 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Charming Cottage Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Our quaint cottage is located just a minute's walk from Osterville's village center, with its upscale shopping, dining a ...
From $330 per night (USD)
VRBO
From $955 per night (USD)
VRBO
NEW Addition! Spacious Tucked Away Home, 1.5m from Town
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
New Addition--giant 2 car garage with attached mudroom and 1/2 bath leading out to the back yard. 2 Bed 1 Bath with bonu ...
From $955 per night (USD)
VRBO
From $1337 per night (USD)
VRBO
Charming Carriage House on Private Oceanfront Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom carriage house on private oceanfront estate in the Wianno section of Osterville. Originally built as stab ...
From $1337 per night (USD)
VRBO
From $1124 per night (USD)
VRBO
Beautifully Renovated Cape Cottage with Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Set in a lovely neighborhood by the beach, this 3 bedroom Osterville cottage is the perfect home to make family memories ...
From $1124 per night (USD)
VRBO
From $993 per night (USD)
Expedia
Exclusive Little Neck Island Cape Cod House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Best town on the Cape, Osterville! High cathedral ceilings in queen bedroom and king master bedroom. Newly renovated, ...
From $993 per night (USD)
Expedia
From $1664 per night (USD)
VRBO
Waterfront/golf Sleep 8 /public beach Pass & private beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Rare Nature Lovers Waterfront compound on an unspoiled fresh spring fed pond. Located in the exclusive Wianno section, l ...
From $1664 per night (USD)
VRBO
From $868 per night (USD)
Expedia
Osterville Cape Cod-Style Home - One Block from North Bay!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Osterville on Cape Cod. Pleasant Cape Cod-style home one block from North Bay just off Bay Street. Walk to village and s ...
From $868 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Charming Osterville Getaway – Walk to Village & Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come escape on the Cape to Osterville - quaint Cape Town less than 20 miles over the bridges. This ranch style home slee ...
From $578 per night (USD)
VRBO
From $3513 per night (USD)
Expedia
Expansive Cape Cod Family Retreat
Bedrooms:
7
Bathrooms:
11
Sleeps:
22
A spacious and welcoming home in a wonderful location. This home allows plenty of room for multi families to vacation to ...
From $3513 per night (USD)
Expedia
From $1531 per night (USD)
VRBO
Impressive Osterville Residence - Ideal Location
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
Originally built in 1886, this home has been a well-loved Wianno area summer home for well over a century. Its proximit ...
From $1531 per night (USD)
VRBO
From $319 per night (USD)
VRBO
THREE BEDROOM CAPE NEAR PRIVATE SWIMMING POND
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Quiet three bedroom, two full bath Cape located on a dead-end street in the quaint town of Osterville. First floor inclu ...
From $319 per night (USD)
VRBO
From $1358 per night (USD)
VRBO
Beautiful designed, newly constructed home- all the amenities, close to beaches
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful, spacious newly constructed home is situated on a 1/2 acre lot located on Little Island, Osterville, clos ...
From $1358 per night (USD)
VRBO
$\The Half Shell\ Cottage in Osterville Village$
From $1246 per night (USD)
VRBO
\"The Half Shell\" Cottage in Osterville Village
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
In the heart of historic Osterville village and about a mile to Dowses Beach this is the ideal Cape Cod central Air Cond ...
From $1246 per night (USD)
VRBO
From $5185 per night (USD)
VRBO
Sea View Ave Brand New Construction - Pool Hot tub Tennis Court
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Brand new construction on Sea View Ave in Osterville. This little oasis boasts a pool, hottub, and tennis court. The hom ...
From $5185 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Osterville Escape to our Spacious Family Getaway. Barnstable Beach pass included
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Comfortable Family Home in a quiet Osterville neighborhood. Great for your Cape Cod summer vacation. Comfortably sleeps ...
From $353 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Perfect Vacation Getaway!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy Cape life in this sunny, spacious all seasons home 3-5 minutes from picturesque beaches and charming Osterville vi ...
From $223 per night (USD)
VRBO
From $1736 per night (USD)
VRBO
Overlooking Nantucket Sound, Classic Victorian Era home
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Fabulous Waterview 5 bedroom and 3 1/2 bath home. Spacious rooms, abundant sunlight, HVAC,lots of space to spread out ...
From $1736 per night (USD)
VRBO
From $1308 per night (USD)
VRBO
Lovely Osterville Home With New Gunite Pool and Beach Pass.
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Newly renovated 3,000 sq ft Osterville home that boasts the detail of a traditional Cape as well as the luxury of a newl ...
From $1308 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Amazing Beautiful Osterville, Cape Cod, MA! Beach Pass, Fire Pit, Sleeps 10
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Includes beach pass (savings of $175) *Saturday to Saturday rentals begin the first full week that includes the 4th of ...
From $675 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Traditional 4BD Cape on Wianno Golf Course. Walk to Village/Marina w/Beach Pass.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Traditional Osterville Cape Cod home located on the second fairway of Wianno Country Club. Enjoy all the town of Ostervi ...
From $573 per night (USD)
VRBO
From $715 per night (USD)
VRBO
An Osterville Gem!!Very close to town and beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Gorgeous, spacious, and fully appointed home in OSTERVILLE VILLAGE! 4 bedroom, 2.5 bathroom home with large eat-in kitch ...
From $715 per night (USD)
VRBO
From $870 per night (USD)
VRBO
Pristine Osterville Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
About this space This is a newly renovated cottage in Osterville’s “golden triangle.” It is approximately a half mile fr ...
From $870 per night (USD)
VRBO
From $4671 per night (USD)
Expedia
Brand new for 2025! Luxury rental. Pool Close to village and beach. RPMS157
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Michelle Sylvia luxury collection. Stunning Coastal Luxury in Osterville - 468 Wianno Ave Experience Cape Cod living at ...
From $4671 per night (USD)
Expedia
From $5452 per night (USD)
VRBO
NEW for 2025! Views of Cotuit Bay, pool, dock, beach area & hot tub RPMS156
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Exclusive Michelle Sylvia luxury collection. First time offered!! Welcome to 835 Old Post Road, Cotuit – an exclusi ...
From $5452 per night (USD)
VRBO
From $4636 per night (USD)
Expedia
Osterville pool rental near beach. Back yard paradise!!! RPMS138
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Michelle Sylvia luxury collection. Exquisite 6-bedroom luxury pool home nestled on Sea View Avenue in Osterville, Cape ...
From $4636 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Osterville, Private Yard, Close to Osterville Village, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful Osterville Retreat – Sleeps 8 ***Please read the bottom of the description to learn about free activities off ...
From $498 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Little Gem walking distance to Osterville Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your ideal vacation rental in the charming coastal village of Osterville, Massachusetts. This adorable prope ...
From $332 per night (USD)
VRBO
From $1010 per night (USD)
VRBO
Large home in the heart of Osterville Village, sleeps 11
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
OSTERVILLE: Spotless and spacious 6 bedrooms, 4 bath home with central a/c, internet and washer/dryer located between Vi ...
From $1010 per night (USD)
VRBO
From $1126 per night (USD)
VRBO
Charming Osterville Home with Pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Charming, spacious and clean home - steps from Joshua's Pond and tucked behind the village, just over half a mile! The h ...
From $1126 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Charming cottage steps to Osterville village. Near Dowses beach. RPMS094
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Michelle Sylvia rental collection home. This is the most charming and updated cottage in the "village" that you will fin ...
From $402 per night (USD)
VRBO
From $2304 per night (USD)
Expedia
4BR 4BA Osterville home with pool, hot tub, game room-minutes from the beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to Starboard Retreat! With its expansive backyard oasis and close proximity to Craigville and Dowses Beaches, th ...
From $2304 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Cheerful 3 Bedroom Home in Osterville - Great Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Updated, clean and airy 3 bedroom in Osterville. Beautiful and open living area with eat-in kitchen, stainless steel app ...
From $402 per night (USD)
VRBO
From $653 per night (USD)
Expedia
New for 2023! Osterville rental on Neck pond. RPMS124
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Michelle Sylvia rental home. Sought after Wianno Circle neighborhood rental home nicely tucked away on Neck Pond. R ...
From $653 per night (USD)
Expedia
From $1292 per night (USD)
VRBO
Seasons by the Sea: Fully Renovated Luxury Cape Cod Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Seasons by the Sea! Our fully remodeled Cape Cod has 4 bedrooms, 3.5 baths and all the outdoor living spaces ...
From $1292 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Pristine Beach House in Convenient Neighborhood! Barnstable Beach Pass Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
***This is a Saturday to Saturday Rental In Season*** 3 Day minimum Stay Out of Season Pristine family home privately ...
From $401 per night (USD)
VRBO
From $3029 per night (USD)
VRBO
Unbeatable location, views and water access from this rare family compound
Bedrooms:
7
Bathrooms:
8
Sleeps:
20
Anchor to Windward has 8 bedrooms and 7.5 baths: a main house with 5 bedrooms and 5.5 baths and a boathouse directly on ...
From $3029 per night (USD)
VRBO
From $1568 per night (USD)
VRBO
Private, Immaculate Home in Resort-Like Setting with Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
This beautiful vacation home with a heated gunite swimming pool, is set on over an acre of landscaped grounds and is loc ...
From $1568 per night (USD)
VRBO
From $660 per night (USD)
VRBO
Close to beautiful Dowses beach, central AC, and pet friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
4 Bedroom - 3.5 Baths - Sleeps 6 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. ...
From $660 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Peaceful Cottage in the Heart of Osterville Village Walk to Shops & Restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Blossom Beach Cottage is a peaceful retreat in the heart of Osterville Village. Walking distance to Shopping, Dining, Po ...
From $385 per night (USD)
Expedia
From $692 per night (USD)
VRBO
The Cape Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your home away from home in Osterville, MA! This 2 bed, 2 bath home features a bonus room, in-ground pool, ne ...
From $692 per night (USD)
VRBO
From $5554 per night (USD)
Expedia
The Ultimate Cape Cod luxury home. Dock, pool, hot tub and views! RPMS104
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Michelle Sylvia high end Luxury collection rental home. Welcome to Osterville! This spacious newly renovated rental prop ...
From $5554 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Swing Set, Plunge pool, and large yard await!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 21012 - Oyster Circle: Swing Set, Plunge pool, and large yard await! The Space: Over the bridge to Osterville, ...
From $544 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Cape escape with patio, grill, firepit, outdoor dining, W/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Osterville Odyssey Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $397 per night (USD)
Expedia
Click For Pricing
VRBO
Walk to Joshua Pond Osterville! Sleeps 8, Pet friendly, Central AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 Bedroom - 2 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Brand New Osterville Home! Central AC, Walk/Bike to town or beach, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located minutes from Main Street Osterville and Dowses Beach, this house is the perfect location. The first floor has a ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Walk to village and beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Modern Cape with backyard oasis. Walk to Dowse’s beach and Osterville village and then retreat to your private pool. Ren ...
Click For Pricing
VRBO
From $350 per night (USD)
Expedia
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Falling Leaf Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $350 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Cape…on the Cape! Cute home near beach and center of town. Beach pass included.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Three bedroom cape style home with walk out lower level finished space in a quiet neighborhood about a mile from Dowes b ...
From $352 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Charming home with open layout, deck, grill, AC, W/D, & yard
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Wisteria Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $483 per night (USD)
Expedia
Click For Pricing
VRBO
Waterfront Estate in Prestigious Osterville | Private Beach, Pool & Hot Tub and Central AC-Sleeps 15
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Waterfront Estate in Prestigious Osterville | Private Beach, Pool & Hot Tub and Central AC * * * * See end of t ...
Click For Pricing
VRBO
From $593 per night (USD)
VRBO
Prime Osterville Location - Clean and Comfortable Family Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
An enjoyable stroll from Dowses Beach or to the village center, this home offers plenty of space for your family to enjo ...
From $593 per night (USD)
VRBO
From $929 per night (USD)
VRBO
Osterville Village - New Pool Large Yard + Outdoor Entertaining Area
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
The perfect setting for enjoying summertime in Osterville. This comfortable three bedroom home is overflowing with charm ...
From $929 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Enchanting 2 Bedroom Cottage - 1 block to Village Center-BEACH PASS-Weekly only
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Completely renovated 2 Bedroom, 1.5 Bath Duplex just one block to Osterville Village. Living Room with vaulted ceilings, ...
From $293 per night (USD)
VRBO
From $848 per night (USD)
VRBO
In the Heart of Osterville Village Newly renovated Pets considered RPMS087
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Michelle Sylvia rental collection. LOCATION!!! In the Heart of Osterville Village. Walk to town, shopping, dining, bea ...
From $848 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Osterville~Newly Renovated with central AC and beach pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Osterville ~Total renovation recently completed and now available for the 2025-2026 rental season. Minimum age to rent i ...
From $391 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Beautiful 3 bedroom, 3.5 bath house, walk to Osterville Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Walk or bike to Osterville Village or the beach! Less than a half mile to the quaint village, where you'll find restaura ...
From $454 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Historic Home in Prime Osterville Village Location: Three bedrooms, Sleeps 6
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Main Street House - combining history, luxury and location for the perfect Cape Cod vacation home. Main Stre ...
From $525 per night (USD)
VRBO
From $1003 per night (USD)
VRBO
New Luxury Renovation in Prime Osterville Village: Five Bedrooms, Sleeps 10
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Welcome to Wianno House! Renovated top-to-bottom in 2022, this home is the perfect for vacationers seeking luxury accomm ...
From $1003 per night (USD)
VRBO
From $1406 per night (USD)
VRBO
Large waterfront home with deep water dock, you'll Fall in love with Breezy Bluff
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
This home is now available for nightly rentals with a 4 night minimum during July and August You're sure to fall in lov ...
From $1406 per night (USD)
VRBO
From $1717 per night (USD)
VRBO
Amazing updated waterfront home located in Osterville with a private dock, elevator and AC.
Bedrooms:
1
Bathrooms:
1
Sleeps:
12
Professionally managed by Kinlin Grover Vacation Rentals Step back in time to this amazing 7 bedroom 5 and half bath cla ...
From $1717 per night (USD)
VRBO
From $1602 per night (USD)
VRBO
Beautiful 5 Star Home. Sleeps 13. Heated pool, bike to beach & quaint village
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Beautifully presented summer home on an acre of land, featuring a gunite 18 x 36 ft heated pool, is perfect for family g ...
From $1602 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Serene Haven w/ No Shared Spaces | Cape Cod
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
My peaceful 2-bedrooms, 1 bathroom residential private apartment (Entire Main Level) has everything you need for your Ma ...
From $265 per night (USD)
VRBO
From $1261 per night (USD)
Expedia
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
New construction. A beautiful 4 bedrooms 2 & 1/2 baths +an outdoor shower. Quarts countertop & hardwood floor througho ...
From $1261 per night (USD)
Expedia
From $1019 per night (USD)
VRBO
BEAUTIFUL and PRIVATE OSTERVILLE HOME, LARGE GAME ROOM, AC,PARKING
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This very large beautiful home in Osterville has everything you need for a fantastic vacation! The home was built in 200 ...
From $1019 per night (USD)
VRBO
Click For Pricing
Expedia
CENTERVILLE RIVER WATERFRONT! DOCK AND DIRECT LONG BEACH ACCESS! Pet Friendly.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Nestled on the Centerville River across the street from pristine Long Beach, this cozy cottage is a perfect getaway. The ...
Click For Pricing
Expedia
From $526 per night (USD)
VRBO
Wedgewood Cottage On the Cape
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Create memories in this peaceful 4 bedroom 4 ½ bath cottage located one mile from the 1856 Country Store and less than 2 ...
From $526 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Great family home in the heart of Cotuit Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ever wanted to stay in a Norman Rockwell painting? This is your chance! Cotuit village is as charming as it gets! Beache ...
From $459 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Cotuit Getaway Near Beaches RPMS146
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Michelle Sylvia rental collection. "Discover the allure of Cape Cod living with this enchanting summer rental in Cotuit! ...
From $495 per night (USD)
VRBO
From $822 per night (USD)
Expedia
Family Oasis with Pool, Game Room, & Outdoor Kitchen - Walk to Beach & Trails!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
<b>New for summer 2024!</b> Discover your perfect escape at Driftwood, a stunning four-bedroom, three-bathroom home nest ...
From $822 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Gorgeous coastal home with plenty of space and backyard oasis
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Sea La Vie Cape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $315 per night (USD)
VRBO
From $711 per night (USD)
Expedia
Ocean view 2-bedroom + den house in Cotuit with AC, WiFi, pet-friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
New to VRBO. This historic 2-bedroom plus den house in the heart of Cotuit is perfect for your escape. Walking distance ...
From $711 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Sunny Spacious Beach House with Central AC and Loads of Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
This spacious beach house really shines among the rest. Boasting 2,800 sqft of living space flooded with natural light, ...
From $671 per night (USD)
VRBO
Click For Pricing
Expedia
Cotuit Overlook
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come celebrate 2023 at the small seaside town of Cotuit MA, "the overlook" of Ropes Beach. A quick 2 minute walk down th ...
Click For Pricing
Expedia
From $473 per night (USD)
VRBO
Charming Ranch on the Cape
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This is a cozy little ranch centrally located on the cape. The place features a huge front and back yard. Would be great ...
From $473 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Cottage, Steps From Craigville Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Cape is now open for visitors. Plan your Cape Cod escape to this quintessential cottage, directly on the Centervill ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Enjoy your own private beach with family and friends!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Fully appointed beautiful Cotuit Beach Front home with gourmet kitchen. Enjoy relaxing on your own private beach. Cook ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Welcoming home on Main St. with screened porch & large yard - 1 dog OK
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Wendell K Backus House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Contemporary Home w/ Private Hot Tub, Deck, Game Room & Shared Dock Access
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Bumps River Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For Pricing
VRBO
From $889 per night (USD)
Expedia
Charming & Bright • Walk to Beach • AC / strong wifi • King Bed • Family Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
𝐄𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞 𝐭𝐡𝐞 𝐁𝐞𝐬𝐭 𝐨𝐟 𝐂𝐚𝐩𝐞 𝐂𝐨𝐝 𝐋𝐢𝐯𝐢𝐧𝐠 Welcome to your perfect summer getaway! Located ...
From $889 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Newly renovated Cottage Across the street from Craigville Beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly Renovated One Bedroom Cottage with Living Room, full kitchen, and bathroom. It is approximately 600 sf. I have re ...
From $340 per night (USD)
VRBO
Click For Pricing
Expedia
Comfortable holiday home in Cotuit
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
We are delighted to share our beloved family vacation home with you! Four bedrooms and 3 baths provide plenty of space. ...
Click For Pricing
Expedia
From $1576 per night (USD)
VRBO
Waterfront • Pet Friendly • Book NOW for 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
IMMACULATE -- we meet or exceed all cleaning and disinfecting protocols at this location. Our cleaning staff has been sp ...
From $1576 per night (USD)
VRBO
From $2060 per night (USD)
VRBO
Spectacular waterfront home / boat dock Indoor & Outdoor pool
Bedrooms:
7
Bathrooms:
7
Sleeps:
10
Overlooking the sparkling waters of Prince Cove this Contemporary waterfront property with Deep Water Dock provides easy ...
From $2060 per night (USD)
VRBO
From $931 per night (USD)
VRBO
TenFortyFive: 1045-Co New Pool, Walk to Village or Beach, Bay View
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties. New Pool, Walk to Village or Beach, Bay Vi ...
From $931 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Classic Cape Escape in Charming Cotuit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quintessential Cotuit Cape Escape This charming 3-bedroom, 2.5-bath home in the heart of Cotuit offers a true Cape Cod ...
From $372 per night (USD)
Expedia

Search Your Destination Now!

Oysterville Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 182 Rentals