True Cape Cod Charm in every way! This 3 bedroom Saltbox is just up the road from Nauset Beach. All the upgraded conveniences you could want including granite counters, hardwood floors, washer/dryer, WIFI and 4 mini-split air conditioning units cool the entire home!. Relax in the outdoor shower or...

Wonderful home in very private East Orleans setting! Screened-in porch off the well-equipped kitchen area to enjoy all our summer meals. There is even a large deck off kitchen for grilling and relaxing. There are (3) bedrooms on first level including (1) king bedroom suite, and also (2) Queens size...

Well appointed, comfortable, vacation home with central air, a deck, nice yard and within walking distance to beautiful Skaket Beach. Master bedroom has one queen size bed and the two other bedrooms have 2 single beds each. Full bathroom upstairs, half bathroom on first floor and an outdoor shower....

Walk to Nauset Beach from this wonderful home. Once part of the historic Mayo Duck Farm and a 2/10 mile walk from beautiful Nauset Beach and the Atlantic Ocean. This home has been completely 'refreshed' including some new furniture, new rugs and curtains, and even a new flat screen television!...

Cozy Orleans bungalow with quintessential Cape Cod charm in historic Rock Harbor. Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0.2 miles to Rock Harbor & Cape Cod...

Only 1.8 miles to Nauset Beach and located In East Orleans Village! This renovated barn is private and cozy. You can walk into the village to get a morning coffee and newspaper, mail a postcard or grab a fresh made sandwich for your day * the beach. Stroll to dinner * one of the fine restaurants,...

This 2 bedroom condo is equipped with kayaks and canoes right on the association dock. (First come first use with a few other condo units.) Renovations include air conditioning, new hardwood floors, new windows, outside shower, and additional half bath. The main level offers a fully stocked kitchen...

Find peace and tranquility near the heart of Orleans at this two-bedroom home, a perfectly secluded Cape Cod retreat with a garden terrace, a pair of kayaks, and a wonderful location close to town and gorgeous ocean beaches! This two-level home is tucked away among the trees on a quiet cul-de-sac,...

Priscilla Landing is on the Nauset Estuary and has private pathways to the Atlantic. The first floor has 3 bedrooms. One room has Queen sized bed with a private bath. Second room as 2 twins also with a private bath. The Master suite has a King sized bed, Private Bath with walk-in shower and a...

Stunning Carriage House with Ocean Views in Nauset Heights. This home has an authentic feel of a post and beam barn. Superbly appointed with sliding barn doors, authentic wide pine floors and an enormous fieldstone fireplace. Home offers an amazing kitchen, one bedroom plus open loft and a view of...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

BY THE SEA, featured in Coastal Living magazine, is a waterfront beach house on Nauset Beach. If you like sand dunes and salty air, this is a rare opportunity to vacation in Nauset Heights, a quintessential Cape Cod beach community. Step out the door to one of the country’s most beautiful beaches....

This 3 bedroom Cape Cod charm is bright and airy. This beautiful summer home is appointed with your comfort in mind and decorated with your love of Cape Cod at heart. Simple luxuries include hardwood floors, flat screen TV, DVD, Ping Pong Table and window A/C units in all of the bedrooms to keep...

Overlooking the salt waters of Mill Pond and located in grand Ocean Harbor Estates! The Atlantic Ocean is just beyond this amazing waterway. Only 2 miles from Nauset Beach and 1.5 miles to East Orleans Village. This property has it all. Views, association dock and tennis court privileges. Open...

If you're looking for a cozy and quiet accommodation on Cape Cod, this cute little Orleans cottage in the pines may be the answer. Ideal for a couple interested in a romantic getaway or a small family, this rental is so close to the beach and dining, you can walk. There's also room for your water...

Located on the bank of Rock Harbor Creek, this 5 BR, 4 Bath classic Cape has all you and your family are looking for this summer. The large second floor master suite overlooks the marsh with an attached private bedroom with 2 twins where the little ones can dream away, close to the folks. There is...

Located overlooking the sands of Nauset Beach, this spotless vacation home is as true a Cape Cod experience as you could ever find. Complete with 5 bedrooms and 3 full baths, 2 spacious decks for relaxing and grilling, outdoor shower, wireless Internet, AC on the main level, 4 TVs and all the bells...

Prestigious location within Quanset Harbor Club Association. Built on 1.3 acres and only 3 houses away from the community’s private beach on beautiful Pleasant Bay. This is the perfect property to enjoy all that Cape Cod has to offer. Home is newly furnished with a new gourmet kitchen with high end...

Come to your very own private resort on Cape Cod. Located directly on Nauset Harbor on the Eastham\Orleans town line, The Jeremiah House is the place to be for your quintessential Cape Cod getaway. This luxury home is the perfect convergence of classic old Cape Cod architecture and charm with...

Private, beautiful family home located on a child-safe street in East Orleans. Three levels of living for a maximum of 10 people. Plenty of room for all. The deck with dining table overlooking private back yard is located off the kitchen. Outside shower and spacious back yard. Garage is where...

Located right on the shore of beautiful Town Cove in Orleans. This family home has 4 bedrooms 2 baths and a view of the water which is special. This classic Cape Cod home is one floor living with all 4 bedrooms on the main floor. The master has a King with private bath with a walk-in shower, BR2...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

7 Mallard Drive, Orleans MA( ID# 49614) Close to Skaket Beach 2018 Season! Wonderful home near Skaket Beach, A/C, private yard, quiet neighborhood! Just under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath home on the bayside of Orleans! Spacious home with all of the desired...

Located just 2 miles from Nauset Beach, this property has it all: plenty of land to roam, picturesque grounds, proximity to the ocean and four goats to keep you company. Welcome to Barley Neck Farm. This 19th century farmhouse has been recently renovated with the outmost care. Original details...

Luxurious Orleans Home with Private Salt Pool, Sleeps 10, Linens included Peak Summer Weekly Rate: $9,500 Rents Saturday to Saturday during peak season Located on a large private lot in South Orleans, this luxurious property provides the highest level of amenities and diverse indoor and outdoor...

Beautiful 4 bedroom home on private cul de sac in East Orleans. Pristine landscaped yard with swing set and hammock. Big kitchen that opens to the family room. Open den with tv and couches. Full bath, washer & dryer on the first floor. Upstairs has 3 large bedrooms with high ceilings and lots of...

Ultimate privacy and Olde Cape Cod charm in one of the most pristine areas of East Orleans. This home is completely renovated, tastefully decorated, and comfortably furnished for your summer enjoyment. Central A/C throughout the home, lots of natural light, extra rooms that ramble with nooks and...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

Location, location, location! This charming two bedroom beach cottage, which was fully renovated in 2018, is ideal for your Cape vacation. Nestled on a private road, this little piece of heaven is conveniently located to literally everything the Cape has to offer: Robert’s Cove (a 2-minute walk...

26 Tides End Lane, East Orleans MA (ID# 52984) 2019 Season! Waterfront home with private dock on Meetinghouse Pond and access to Pleasant Bay. Casual living with water views from almost every room. Picturesque grounds and a nice sunny porch is just about everything you need to enjoy your Cape Cod...

10 Captain Curtis Way, Orleans (ID#18436) 2018 Season! Cute as a button with Seaside touches and well equipped for your Cape Cod Vacation! Located on a lovely, quiet street with easy access to Nauset Beach and the Village of East Orleans. Living/Dining/Kitchen Area is centrally located with 2...

6 Cedar Land Road, East Orleans (ID#18315) 2019 Season! Adorable home in East Orleans 6/10 mile to Nauset Beach with central air conditioning. This 2 bedroom/1 bath home features an open kitchen/living room and den/TV room leading to the deck and back yard. The bedrooms are furnished with 2 twins...

Walk to Meetinghouse Pond, 3 season porch, pet friendly This beautiful Cape Cod home sits on Barley Neck, a small peninsula just a few minutes drive to Nauset Beach. Surrounded by Meeting House Pond and Little Pleasant Bay, this area is harbored from the Atlantic Ocean by Pochet Island. From this...

170 Beach Rd Unit #11 (ID# 37246)~Oceanside one bedrom Cottontail Cottage~A/C Nauset Beach Area 2019 Season! This adorable one bedroom cottage is located less than 1/2 mile from beautiful Nauset Beach on the Atlantic Ocean! After a day of fun in the sun, gather in the outdoor eating area and enjoy...

Enjoy the comfort of this conveniently located and well-appointed newer home. Nauset Beach (oceanside) with full amenities (restrooms, outdoor showers, Liam's for seafood, burgers, ice cream and more) is just a short drive (3.5 mi) from the house. Skaket Beach on the Cape Cod Bay with its long...

6 Bayberry Way, East Orleans MA (ID# 18591) Waterfront and Waterview on Meetinghouse Pond 2019 Season! Kayak or Canoe- this is the perfect location! Water front on Meetinghouse Pond with access to The River and to Pleasant Bay and less than 2 miles to Nauset Beach. This home offers Air Conditioning...

238 Tonset Road, East Orleans (ID# 113528) 2019 Season! Charming home near Town Cove and Asa s Landing. This beautifully decorated, pristine 3 bedroom home also has an adorable 1 bedroom cottage right next door. Perfect for the group that needs a little privacy or extra room. Equipped with...

Charming remodeled 1930s cottage! This home is located in the desirable and scenic Mill Pond area in Orleans with a well kept yard and wrap-around deck. House is very comfortable with single story living. Three bedrooms (brand new mattresses) and 1 and a half baths are located off the main living...

244 Tonset Road, East Orleans (ID#125800) 2019 Season! New kitchen as of October 2018! Adorable vacation rental located in East Orleans. This property has a screened porch overlooking the private back yard (with patio and fire pit) located in a nice neighborhood equidistant to Nauset Beach on the...

Secluded East Orleans gem, close to Nauset Beach, sleeps 10 (linens incl)   Peak Summer Weekly Rates: $3,900 - $5,700 Rents Saturday to Saturday during peak season Please click on the 'Virtual Tour' to see a 3D tour of the home Nestled in a beautiful East Orleans neighborhood is this newly...

Located 1/10 of a mile from the private saltwater beach on Pleasant Bay via an Association path, this multi-level contemporary offers a peaceful retreat on Shoal Pond in South Orleans. The main level is open and bright, with a wonderfully open great room, fireplace, dining area, kitchen, entry way,...

Contemporary home with private setting just 3/10 mile walk through a private neighborhood association path to Skaket Beach. Back yard overlooks an active cranberry bog! Near the Cape Cod Bike Trail and less than a mile to Rock Harbor fishing fleet. There are 3 decks and a fully screened porch with...

59 Gibson Road Rear Cottage (ID# 18015) ~Central Air~ Town Cove Area ~ 2018 Season! Every reservation includes 2 Lobsters and a Bottle of Wine Complementary! This recently renovated 2 bedroom, 1 bath cottage is nicely appointed in a prime East Orleans location, convenient to Nauset Beach on the...

17 Center Place, Orleans MA (ID# 18374) Close to town, waterfront to pond 2018 Season! Charming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a...

Bike to Ocean and Bay beaches from this Orleans vacation home. Beautiful 3 bedroom, 1 bathroom, plus Outdoor Shower. Ranch style home. This home is a peaceful and charming property offering quick access to all of Cape Cods charm and activities. The open floor plan is perfect for entertaining with a...

This private gem sits at the end of a sandy lane wrapped in trees and bathed in sunlight. The front deck welcomes you to sit and relax and enjoy the peace and quiet and plan your next days adventure. Located less the 2 miles from Nauset Beach and slightly farther from Cape Cod Bay, this Cape...