5 BR | 2.5 BA | Sleeps 16 | Quick View
Distance to beach: 10 feet to Mayo
Key Amenities
About this property
Enjoy one of the Chequessett Inn's original bluff cottage's built in the early 1900's on Mayo Beach by Captain L.D. Baker. This beautiful large waterfront cottage has panoramic views of Wellfleet Harbor stretching all the way across to the Cape Cod National Seashore's Great Island. ...
Property Type
Wellfleet Cottage
One of our daughters was getting married a the Chequessett Club right down the road from this cottage. Stepping into the cottage was like going back to an earlier time period. The knotty pine walls and ...
4 BR | 3.5 BA | Sleeps 8 | Quick View
Distance to beach: 75 yards to TOWN COVE
Key Amenities
About this property
MODERN UPDATED AIR CONDITIONED HOME ON TOWN COVE, FEATURING LARGE IN GROUND HEATED POOL WITH AIR CONDITIONED POOL HOUSE AND OUTDOOR KITCHEN W/ APPLIANCES. HOME CONSISTS OF PROFESSIONAL GAME ROOM FEATURING PROFESSIONAL POOL TABLE, CARD TABLE, WITH PRIVATE BAR AND TV ROOM, PING PONG TABLE AND CORN HOLE. ...
Property Type
Eastham House
4 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Relax with the whole family at our beautiful 4BR/ 2 BA cottage in located just off the route 6, in a quiet cul-de-sac setting. House is equidistant from both bay and ocean side beaches, and less than 1.5 mile from the nearest beach. It is minutes away from the bike trail, drive-in movie theater, mini-golf ...
Property Type
Eastham House
1 BR | 1 BA | Sleeps 4 | Quick View
About this property
A beautiful two floor Townhouse right smack in the center of town, in a building that is right on the water in 'Ol Cape Cod.On 2 floors and with a fabulous deck, our sunny corner end unit has just had a renovation! Located in a waterfront building, that is set back and down a cobblestone pathway ...
Property Type
Provincetown Town Home
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
With amazing water views (some of best on Cape) this wonderfully comfortable house is lovingly furnished (Persian rugs, antiques, authentic cottage furniture, custom made coaches, chairs, day bed,and stuffed rocking chairs) and as such has a unique ambiance. Unlike the typically constructed house, Windward ...
Property Type
Wellfleet House
This is our third consecutive year renting Windward for our extended family. Elisabeth and Doug are extremely thoughtful hosts, ensuring that their guests have everything they need in a beautifully maintained ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
THE VIEW AND BEACH DON'T GET ANY BETTER THAN THIS. Charming two story two bath fisherman's cottage with historic charm -- white-washed beamed ceiling, and antique claw foot tub, marble sink. Second floor living room has 14 feet of glass looking doors looking out over the water. Fireplace ...
Property Type
Truro Cottage
Jil was incredibly friendly and helpful with answering our questions and booking. My wife and I are very familiar with this part of Cape Cod but were absolutely blown away by the privacy and natural beauty. ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Beautiful home is located at the end of a culdesac in a lovely neighborhood. Huge deck overlooks the Cape Cod Bike Trail. Includes large outdoor shower, 3 tvs and AC for each room. Use of 2 Association tennis and pickle ball courts is included. as well as 2 kayaks. Newer Kitchen with all amenities is ...
Property Type
Eastham House
This home was perfect for our of summer family vacation House is spacious and sits right by the Cape Cod rail trail which our dog loved Rental included access to pickle ball courts which my kids loved ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Bay
Key Amenities
About this property
Costal gem! Secluded, quiet 3 BR house on 3 acres.Great for wedding guests, family vacations, golf weekends, girls weekends, or a mid week escape! Updated house with all amenities. Bay beach is .03 miles up the road. Private basketball court in large yard surrounded by gardens. No pets.Surrounded ...
Property Type
Eastham House
Fantastic house, everything we need, loved the grill, pristine kitchen. Beautiful back yard, kids loved the basketball court. Walked to fireworks up the road at the beach, gorgeous night. We took in the ...
3 BR | 2.5 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Private cul-de-sac 1 mile from beautiful Nauset Light Beach, 1.5 miles from Coast Guard Beach, one of the top 10 beaches in the USA year after year.Google THE BEST BEACH TOWN IN MA according to Stacker.Easy walk or bike ride to the beach.Wellfleet and Truro are nearby; 25 minutes to Provincetown.Near ...
Property Type
Eastham House
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Our waterfront cottage and attached barn are perched atop the dramatic coastal bluff along Cape Cod Bay with stairs down to our private beach. We have two cottages and a barn on this acre of waterfront land, plus our own staircase down to the private sandy beach.This rental consists of a two-story ...
Property Type
Truro Cottage
3 BR | 2 BA | Sleeps 7 | Quick View
Distance to beach: 1 miles to Coast Guard
Key Amenities
About this property
Our home has three spacious bedrooms, all on one main floor. The primary bedroom has a king-sized bed and a gorgeous waterfront view. The second bedroom has a queen and twin-sized bed, and the third bedroom has a queen-size bed and water view with access to an outside deck and outdoor shower. All beds ...
Property Type
Eastham House
We spent the week with our adult sons and their partners and had a great time. The weather was less than we expected for July- only in the 70s, but the house made being there wonderful anyway. The view ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.1 miles to Boat Meadow / First Encounter
Key Amenities
About this property
FANTASTIC beach home just a short walk to Cape Cod Bay! Beautifully finished Cape cottage with all the high end amenities for an enjoyable vacation. This home has been totally renovated from the ground up and features custom kitchen with induction range (enjoy your morning coffee over looking the marsh!), ...
Property Type
Eastham House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 1 miles to Gull Pond
Key Amenities
About this property
This beautiful contemporary Cape has all the right ingredients to make your stay a memorable experience. Located just steps away from the Wellfleet woods, there are plenty of trails to walk and Gull Pond is just about 1 mile away. Inside we have a first floor master with full bath. Laundry on the first ...
Property Type
Wellfleet House
Key Amenities
About this property
This bungalow cottage sits atop a bluff overlooking Cape Cod Bay in Eastham. There are two good-sized bedrooms, a full bathroom (shower), and an open concept kitchen, dining area and living room all with spectacular views of Cape Cod Bay. The house is comfortable and streamlined in its aesthetic, a lot ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.1 miles to Thumpertown Beach
Key Amenities
About this property
This welcoming 3-bedroom, 2-bath home is just steps away (approx 500 feet) from an association bayside beach, perfect soaking up the sun and enjoying peaceful walks along the shore. Nestled in a quiet wooded location, this property offers tranquility and escape from the bustle of the modern world. Step ...
Property Type
Eastham House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 0.2 miles to Herring Pond
Key Amenities
About this property
Beautiful four bedroom home on a quiet sandy lane. Enjoy summer evenings on the screened porch or walk down to Herring Pond. Located near the bike trail and equipped with high speed internet. This is a great central location with many great amenities nearby.
Property Type
Eastham House
Key Amenities
About this property
A peaceful setting plays host to this spacious 4-bedroom, 2-bath cape-style home, conveniently located near the popular CC Bike Trail. Featuring an inviting atrium room and set well back from the road, this property perfectly blends privacy and comfort. With 4 A/C units, WiFi connectivity, and an outside ...
Property Type
Eastham House
4 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 1 miles to South Sunken Meadow
Key Amenities
About this property
This spacious four-bedroom home has sweeping views of Cape Cod Bay from nearly every room. Located between Cooks Brook and Sunken Meadow Public Beaches, you will be only five minutes from our private association Salt Works Beach. Our home is fully air conditioned with 5 mini split AC units. WiFi is available ...
Property Type
Eastham House
3 BR | 1.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Cooks Brook
Key Amenities
About this property
Welcome to your WATERFRONT oasis in Eastham! This sunny 3-BEDROOM, 1.5-BATH home features a beautiful CATHEDRAL CEILING, providing a spacious and open feel. Enjoy BREATHTAKING VIEWS OF CAPE COD BAY from TWO SEPARATE DECKS, perfect for entertaining or relaxing with a glass of wine as you watch the sun ...
Property Type
Eastham House
Key Amenities
About this property
This charming cottage is perfect for a small family or 2 couples (866 sq/ft). Comfortable pine paneled living room for relaxing. Also for your added convenience the owner has added wireless internet, 1 ac unit and a washer and dryer. There is a beautiful three season porch with hardwood floors off the ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.3 miles to
Key Amenities
About this property
Great contemporary Cape home. Walk to a private beach on Herring Pond (1/4 mile)with the bike trail nearby! Inside there is a living room with cathedral ceiling. Above the living room is a loft for another sitting area. This home has a spacious, open feel with living room, dining area and kitchen all ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Campground Beach
Key Amenities
About this property
Experience the ultimate comfort in this charming 3-bedroom, 2-bath rental with central A/C. The updated kitchen and baths add a modern touch, while the quiet location offers peace and tranquility. Located less than 1 mile from the sparkling waters of Cape Cod Bay, this property is both bright and airy, ...
Property Type
Eastham House
Key Amenities
About this property
Two bedroom cottage offering that characteristic home-spun charm. The vaulted ceiling in the living room gives the illusion of added space and also lets in good natural light. A large wrap-around deck is perfect for sunning and the outdoor shower provides that authentic, Cape Cod experience. Washer/dryer ...
Property Type
Eastham House
Key Amenities
About this property
Your dream Cape Cod vacation becomes a reality in this attractive 3BR/2BA Cape with cathedral ceiling. In excellent condition and featuring the most asked for amenities like WIFI, W/D, DW, Expanded Cable, DVD, Outside Shower, Gas Grill, etc, this reasonably priced home should be at the top of your rental ...
Property Type
Eastham House
This house is located in a very quiet wooded area with very few cars and near the bike trail. The living areas were well furnished and very comfortable. The kitchen and bathrooms were clean and well stocked. ...
3 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to
Key Amenities
About this property
Looking for a quiet getaway? This nice ranch is tucked in the woods on a sand road. After a long day on the beach a nice shady spot like this could be ideal to relax in. Walk down to Great Pond for a swim in the fresh water. The Cape Cod rail trail is just around the corner. Ride to Wellfleet or down ...
Property Type
Eastham House
3 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 300 miles to Kingsbury Beach
Key Amenities
About this property
Beautiful contemporary cottage just a short walk to Kingsbury beach. Enjoy a quiet summer vacation near one of Eastham's finest bayside beaches. Relax in the screen porch and stroll down Kingsbury Beach Rd and enjoy the sunsets!
Property Type
Eastham House
3 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Cape Cod Bay
Key Amenities
About this property
Our charming 3-bedroom cottage is perched atop a dramatic bluff on a waterfront acre of land, offering a spectacular, unobstructed view of Cape Cod Bay and the entire “arm” of the Cape, from Provincetown to Plymouth. Beach stairs take you down to your own private beach. At high and low tide, ...
Property Type
Truro Cottage
An old world Cape Cod treasure. Splendorous views, private beach access, quiet and private. A very special cottage.
Key Amenities
About this property
Beautifully maintained home on Eastham's Bayside. Just 1/2 mile to Great Pond and approximately 1000 feet to the Cape Cod Rail Trail. New for 2016 is a ductless AC system. Inside the home is beautifully maintained with a bedroom on the first floor, and living/dining/kitchen area plus bath. Sliders ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This bow-roofed classic Cape features a large screened summer room with sitting and dining areas, cable TV, and floor to ceiling windows looking out on the secluded yard. The house is in a private, tree lined setting on a quiet cul de sac, one mile from Nauset Light Beach on the National Seashore. The ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 3 miles to private fresh water
Key Amenities
About this property
Contemporary 3-bedroom, 2-bath cape-style home just 1/3 mile to Herring Pond and the scenic CC Bike Trail. With a cathedral ceiling, large deck for lounging, and an outside shower for post-adventure refreshment, this property promises a perfect blend of comfort and relaxation. Stay cool with central A/C ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Enjoy the best Cape Cod has to offer. At Marsh View house, you will enjoy a short walk (1/4 mile) to South Sunken Meadow Beach along a quiet road lined with views of the marsh. Views of the marsh from an expansive upper deck. Unique reverse floor plan maximizes views from bright, open living area with ...
Property Type
Eastham House
3 BR | 1.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Spectacular views from this contemporary cottage located directly on Cape Cod Bay. Beautiful sunsets and a great beach to walk right off the back deck!
Property Type
Eastham House
Key Amenities
About this property
Bayside~This well maintained three bedroom, 3 bath Cape style home sits on a quiet side road about a mile to Cooks Brook Beach. A large screened-in porch with adjoining bathroom, roomy deck, and outside shower were all added in 2022. The kitchen with stainless steel appliances and quartz counter tops ...
Property Type
Eastham House
The house exceeded all of our expectations. We certainly felt at home. Very private and quiet location. Will definitely return and recommend.
4 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 3 miles to
Key Amenities
About this property
Experience the epitome of comfort and convenience in this charming 4-bedroom, 2-bath home located on a peaceful side street near the popular CC Bike Trail. Enjoy the best of indoor-outdoor living with a spacious deck and screened porch, perfect for relaxing or entertaining. Stay cool and comfortable with ...
Property Type
Eastham House
Key Amenities
About this property
Waterfront(!) on Herring Pond, one of Eastham's finest freshwater ponds. Located on a quiet sandy lane and close to the bike trail, this home is a great spot to vacation!
Property Type
Eastham House
3 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 0.2 miles to Thumpertown Beach
Key Amenities
About this property
Charming three bedroom cottage just a short stroll to Thumpertown Beach. Enjoy the screen porch in the evenings or the patio during the day. Inside there are three bedrooms with ceiling fans, and a nicely sized living, kitchen, dining area with smart TV. Laundry room with washer/dryer is also on the main ...
Property Type
Eastham House
Key Amenities
About this property
Fresh and Salt Water Beaches! This 3-bedroom home (960 sq/ft) is located at the end of a quiet sand road within a short walk (700ft) to Kingsbury Beach. Features include a wraparound deck, and glassed-in sun porch. Wiley Park (Great Pond) is a mere 1/3 mile walk for fresh water swimming. Amenities include ...
Property Type
Eastham House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 3 miles to Private Beach
Key Amenities
About this property
Welcome to your cozy rental less than 1/2 mile to pristine Cape Cod Bay. This charming property features 2-bedrooms, 1-bath and is set along a quiet sand road. Stay cool and connected with A/C units in the bedrooms and the convenience of WiFi throughout. Rinse off from a day at the beach in the refreshing ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to Thumpertown Beach
Key Amenities
About this property
Step into the comfort of a fully renovated home. This home, on a quiet sandy lane, has been completely renovated from the ground up for your enjoyment and convenience. Enjoy the large living area with flat screen smart TV. Open concept living with the kitchen, dining and living areas open to each other ...
Property Type
Eastham House
4 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 0.0 miles to S. Sunken Meadow / Cooks Brook
Key Amenities
About this property
This generously sized 4 BR home is conveniently located about 1 mile to So Sunken Meadow or Cooks Brook Beach. It has 2 BR's upstairs and 2 BR's down with a full-sized bath on both levels. Mini split units provide AC for the house! A slider in the bright living room yields to an oversized, deck ...
Property Type
Eastham House
3 BR | 1.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Cole Rd
Key Amenities
About this property
Make this your Cape Cod Summer Rental. Located near Herring Brook Landing, this cottage is near the end of a cul-de-sac. Quiet location with two beach accesses. Views of bay from bedroom on second floor. Walk from your deck down a path to a private beach or use Cole Road Beach. Third house back from the ...
Property Type
Eastham House
3 BR | 3 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to First Encounter
Key Amenities
About this property
Nestled on the serene shores of Herring Pond, this cozy home is perfect for creating cherished memories. Enjoy fishing, swimming, paddleboarding, or kayaking on the pond, then relax with stunning sunset views. Located just behind the Cape Cod Rail Trail, it’s ideal for cycling or scenic walks. Bright ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.4 miles to Cooks Brook
Key Amenities
About this property
Secluded contemporary Cape on quiet cul-de-sac 4/10 mile to deeded association beach on Cape Cod Bay. Airy living space with cathedral ceiling opening to large deck and wooded private yard. Newly added ductless AC units to the living area and bedroom upstairs keep you cool on those hot summer days. Master ...
Property Type
Eastham House
Key Amenities
About this property
Beautifully renovated home on Eastham's bayside. Located on a quiet side road, easy bike ride or short drive to Great Pond, a large Pond with swimming and beach area, great for boating, kayaking and fishing. Bayside beeches, Encounter Beach, Bee's River which is same area as Encounter, Boat ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to Dunes Beach Assoc.
Key Amenities
About this property
Nice home (1539 sq/ft) just 1/2 mile to Cape Cod Bay and Wiley Pond Park. Master bedroom with king bed & bath, another bedroom, and sleeping loft upstairs (w/TV) makes this charming cottage just right for 6 people. It also has a screened-in porch overlooking wooded lot, outside/inside showers, high-speed ...
Property Type
Eastham House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.4 miles to Kingsbury Beach
Key Amenities
About this property
Perfect for a family getaway. Charming 2 bedroom cottage on the bayside of Eastham. Just 4/10 of a mile to Kingsbury Beach, 3/10 of a mile to Wiley Park and only one mile to biking on the Cape Cod Rail Trail. Spend a day at the beach and relax in the yard with the fire pit and tire swing! A family could ...
Property Type
Eastham House
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Beautiful custom Cape home on the Bayside. One of the very few homes that are highly appointed yet near the beach. Nicely landscaped outside with patios and outdoor shower. Inside there is a custom dining area, bright, well equipped kitchen, living room is large, going front to back in the main house. ...
Property Type
Eastham House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 1 miles to Kingsbury, Great Pond
Key Amenities
About this property
Very nice two bedroom home on the Bayside. This is one floor living, upstairs is unfinished and not available for rental. Lovely sun room! Bike trail nearby. This home is in great condition. New enclosed sunroom. This is a very comfortable, nicely furnished home, with washer, dryer and dishwasher, lots ...
Property Type
Eastham House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 2 miles to Coast Guard and Nauset Light Beach
Key Amenities
About this property
Indulge in luxury during your vacation at this impeccably renovated house. Pristine and tastefully decorated, it boasts central air conditioning with mini splits in each room, stunning hardwood flooring throughout, and a gourmet kitchen equipped with soapstone countertops, high-end appliances, including ...
Property Type
Eastham House
The location is fantastic - close to many restaurants and beaches in Orleans, Eastham, and Wellfleet. It's also a 30 second walk from the front door to the Cape Cod Rail Trail. The house has a nice, modern ...
5 BR | 3.5 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This custom beach house on the bay was built for comfortable family beach front living and entertaining. The main 4-bedroom/3.5-bath house sleeps 9 (up to 12 when combined with the guest suite over the garage), making it ideal for large multi-generational family groups. The home faces due west for great ...
Property Type
Eastham House
