Elf Hill Cottage is comprised of two double bedrooms, a third bedroom with two twin beds and a daybed for a child, two full bathrooms, a living room, dining room and sun room. There is an automatic garage. The house has been freshly painted, has hardwood floors upstairs and down, and is...

Exclusive Robert Paul Properties rental home in the sought after Wianno Circle neighborhood. New to rental market this home offers four bedrooms, two full bath and large spaces. Kitchen is newly renovated for 2018. There is a den with TV, living room, eat in kitchen that leads to large deck with...

Cape Cod charm in every space of this home. This Osterville private compound has lots of living areas and expansive water views from both main home and boathouse. This Estate offers a beach, tennis court, hot tub and deep-water dock. Close to Osterville village and all it has to offer. There are...

Robert Paul Properties Luxury collection rental home. Welcome to Osterville! This spacious newly renovated rental property is located in the gated community of Oyster Harbors with a heated infinity pool, spectacular water views of West Bay and a private dock. Drink your coffee on the terrace,...

Great home located between Dowses Beach and Osterville village. There are six bedrooms and four full baths and central air for your comfort. The first level offers a large formal dining room, well-equipped kitchen with a casual eating area, comfortable living room, two full baths, two bedrooms and...

Robert Paul Properties Luxury collection rental home. The very best of old + new! 4500+ square feet of vintage Cape charm conscientiously updated for today’s lifestyles. 1930’s summer home on Nantucket Sound. Private beach with ocean views from every room. Modern amenities include heated pool, full...

Robert Paul Properties Luxury collection rental home. Unique opportunity to enjoy panoramic views of Cotuit and North Bay from this stunning home located in prestigious Oyster Harbors on the aptly named Sand Point. With an eye towards preserving the Cape Cod charm of the property, owner and...

Stroll to the village from this lovely three bedrooms, three full bath home. Large open floor plan on first level with kitchen, dining, living room, bedroom and full bath. Go upstairs to two more bedrooms and two additional full baths. There is central air for your comfort as well as a...

Best of both worlds, close to Dowses Beach and walk to Osterville village. First floor has large open space with eat-in kitchen, dining area, fire placed living room, half bath, laundry and master bedroom with king bed ensuite. Walk up to the second floor for three more bedrooms and a full bath...

Less than a mile to the heart of Osterville and one mile to Dowses Beach, this location is perfect! This lovely, light and bright home is filled with Cape Cod style! Large open kitchen and dining area as well as a comfortable den with TV. Three bedrooms on the first floor as well as a full bath...

Meticulously maintained this home is an emblem of what luxury on Cape Cod is. Large windows allow light to drench the interior of this home. Make your way into the kitchen and find a Wolf stove and beautiful marble countertops, custom white cabinets, and beautiful hardwoods. Relax in the living...

Quick drive to Beautiful Dowses BEACH! BEACH PASS PROVIDED! Newly remodeled lovely vacation home!! LOVELY NEWLY remodeled Open Concept three bedroom, 1.5 bath ranch with central A/C, Wi-Fi, and a beautifully appointed new kitchen that includes a large breakfast bar,dining area with slider to...

This brand new home is stunning! Just built with luxury touches and all on one level. Large open floor plan with comfortable living room that opens to the gourmet kitchen, dining area and half bath. King master with en-suite bath with soaking tub and steam shower. Second bedroom has two queen beds...

Robert Paul Properties Luxury collection rental home. Enter the private gated community and once you arrive be surrounded by water in prestigious Oyster Harbors. This Shingle Cottage style home was built in 2004 and comes with a sandy beach area as well as amazing attention to details. Over...

Charming three bedroom home in Osterville with an open floor plan. First floor master with an en-suite bath, spacious dining room, three-season glassed sun room overlooking a fully fenced yard. The two additional large bedrooms share the upstairs bathroom. This home also offers central air and the...

Robert Paul Properties rental home located in the heart of Crosby Town (North Bay Marina area) perfect summer vacation spot. Spacious kitchen and family room with TV as well as dining area on the way to the living room. 1st floor half-bath/laundry as well as the master bedroom and full bath....

This is the most charming and updated cottage in the 'village' that you will find! Just 1 block to all Osterville shops and restaurants. This stunning two bedroom gem is totally turn key with custom and designer details throughout. The pictures say it all! central air, gas fireplace, hardwood...

You get home from one of the beaches the complimentary beach pass allows you to visit, then washing off the sand in your enclosed outdoor shower. Relax on the sun splashed outdoor deck with your guests while enjoying a cold refreshing beverage and a delicious meal prepared on the gas grill. In the...

Its always nice to be a short stroll to the village and not far from the beach. This Osterville rental home has these qualities and more. Large open concept kitchen and eating area with TV, formal living room and den with additional flat screen TV, couch and bunk beds for a 4th sleeping area....

Sit by the heated pool and relax after a day at Dowses beach or take a stroll to Osterville village. This classic Cape Cod home is situated in the heart of Wianno on a secluded and lushly landscaped approx. acre of land. Great deck for entertaining stretching along the back of the house with gas...

Lovely four bedroom, two bath rental home in the heart of Osterville. Short stroll to village and not far from Dowses Beach with a beach pass provided. Two bedrooms, living room, dining room and sitting area on the first level as well as a full bath. Second level has two bedrooms and second full...

SOUTH of RTE. 28 ~ OSTERVILLE !! BEACH PASS! Come enjoy this NEWLY REMODELED bright & sunny vacation home on a quiet street in lovely Osterville Woods! Quick access to beautiful Dowses Beach on Nantucket Sound (BEACH PASS PROVIDED ) Joshua s 'cystal clear' Pond & the charming quaint village of...

Enjoy sunsets from this charming Cape Cod rental overlooking West Bay. A deeded path meanders down to the Bay for easy access to the water. This four bedroom, 3.5 bath home is perfectly located in the heart of Wianno and within walking distance to Osterville village with convenient shopping,...

Close to Osterville village and Joshua's Pond, this charming rental home has four bedrooms including a master suite with full bath on second level and three bedrooms and a full bath on first floor. Living room, family room and eat-in kitchen. There is a spacious deck off the kitchen, outdoor shower...

Cape Cod waterfront home in Osterville. Magnificent sun-filled summer home with a private deep water dock on East Bay and a short walk from both beautiful Dowses Beach and from Osterville village for easy access to fine dining and quaint shops. A private retreat that offers panoramic views of the...

Robert Paul Properties Luxury collection rental home. Located in desirable Osterville Village and just a few yards from the warm waters of Nantucket sound is your own private beach. This 4 acre luxury rental home also has a heated pool and hot tub. There is a main home that has six bedrooms [ 2...

This rental is as cute as a button. Located between Dowses Beach and the village. A truly hidden gem! There are three bedrooms and one full bath. The first level has a queen bedroom, dining/living area, kitchen and full bath. There are two bedrooms upstairs. One with a twin and the other with two...

Quiet luxury on the waters edge. Feel at one with the sand, surf, and sun while luxuriating on your own beach area surrounded by private and lush 26 acres in this exclusive gated paradise that is Oyster Harbors. Complete with a tennis court, beach house, dock and beach area. This property provides...

Oyster Harbors Classic Cape Retreat & Guest Cottage- Located on Oyster Harbors, a private island in a gated community with 24 hour security, one of Osterville's premier neighborhoods. This 1926 home features a newly renovated kitchen ( 2016) with all new appliances. Also includes first floor master...

Welcome to what we affectionately refer to as 'The Black Pearl,' a vintage home located in one of the Cape's most coveted locations. Oyster Harbors is a private island only accessible to residents, club members & guests! A deep water dock with access to fast water in minutes. Enjoy views of...

Welcome to Lands End where wonderful old world charm meets the beach out the back door. This 11 bedroom home with a private beach is perfect for a large gathering. Offering a tennis court and basketball hoop, a beach house on the sand with an enclosed outdoor shower, a deck for watching the...

Wonderful Osterville location just steps to the Marina is known as the 'Windmill House.' This stunning 3 bedroom, 3 bath home is nicely appointed with a soaring two story living room with fireplace, flat screen TV, and French doors to a private patio. There is a 1st floor 2 room suite with bath....

Charming Cape Cod home in the heart of the village! Lovely brand new to rental market home with resort heated pool and stunning area in back yard. Home has first floor bedroom, living room, powder room, kitchen, and dining room, The 2nd floor features two charming bedrooms and a full bath....

Located in the heart of Osterville in desirable Wianno Circle. This four bedroom two full bathroom home with a great open floor plan is ready for your summer vacation. Features include hardwood floors, skylights, fireplace and a spacious family room with TV. Second sitting room in second level as...

New construction with 9 foot ceilings. This stunning Osterville rental home has spared no detail in comfort and luxury. Gourmet kitchen and seating area overlooks great back yard with seating on deck and fire pit. First floor en-suite master with queen bed, fireplace living room with TV and powder...

Guests are sure to enjoy a memorable vacation in this family friendly 3 bedroom/2 bath residence. The property has Central Air Conditioning, washer/drier, and owners provide Beach Pass. The master bedroom has a king-sized bed, and the remaining bedrooms are furnished with full-sized beds and...

3 Bedroom Home in Osterville! Beautiful home with great back yard and expansive deck. 3 bedrooms and 3 full baths, this home also offers a full walkout finished basement with pool table and living room! Laundry on site as well. Window A/C units for those hot summer days. Bring the whole family,...

This stunning waterfront home sits on a small bluff overlooking Cotuit Bay, Sampson's Island (Deadneck), and Martha's Vineyard on a clear day. Easy access to its own private beach and a deep water dock can accommodate boat 40+ feet with electrical hook-up. There are kayaks, a paddleboard and...

Robert Paul Properties Luxury Collection. This comfortable Oyster Harbors rental home has been completely renovated and features expansive views of the golf course and a spectacular floor plan. The large kitchen with granite counters and custom cabinets open into the dining area and sitting room...

Robert Paul Properties Luxury collection rental home. This beautiful five bedroom home is nestled on a private three acre lot in the desirable area of Seapuit, close to Osterville village center. The exterior is highlighted by lush landscaping and a stunning heated swimming pool and pool house...

This home has been totally renovated from top to bottom. Walk into a large open kitchen and seating area with TV that leads to a glass porch with couch and another TV overlooking a large yard and patio with built in gas grill. Back inside on the first level is living room, office, powder...

Robert Paul Properties Luxury Collection rental home. One of a kind Luxury rental home in Prestigious Oyster Harbors. From the minute you walk in the grand entrance and every room you enter is so lovely and comfortable. This home is one of a kind and brand new to the rental market. Heated...

Robert Paul Properties Luxury Collection. Location, Privacy and Quality combine to make this Osterville rental home truly spectacular! This exquisite home exemplifies a perfect blend of casual comfort and understated elegance. The grounds are meticulously maintained and encompass 2.69 acres to...

Spectacular three bedroom Nantucket style cottage, fronting for 500' on the waters of Warrens Cove. This pristine, year-around home has been newly renovated with meticulous detail. The property has two decks, expansive waterviews, overlooking a 40 foot fishing pier adequate for handling a 36'boat...

Robert Paul Properties Luxury Collection rental home. Oyster Harbors gem with first and second floor master suites, an open floor plan and private backyard oasis! Situated on 1.36 acres, this large five bedroom, six bath home is the perfect Cape Cod vacation destination spot. . A pool cabana with...