Peeks of the Atlantic Ocean from this hilltop home in East Orleans! Full of Cape Cod charm with a screened/enclosed sun porch that overlooks an expansive yard. Enjoy your privacy with over an acre of land just waiting for kites, volleyball, soccer, croquet, or shoot some hoops in the basketball...

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...

Our East Orleans cottage has been thoughtfully and lovingly restored, with many unique details. The cottage is bright and airy, and has classic features, including beadboard ceilings, ship lap walls, restored pine floors and classic built-ins. The open living area has cable TV and wi-fi and is...

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....

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,...

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....

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...

This exceptional compound is one-of-a-kind with a Main House, Carriage House and private pool. The Main house has a restaurant quality kitchen which will bring out the Iron Chef in you. Ample seating in the dining area with separate bar. Entertaining is easy in the Living Room with HDTV and DVD, it...

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...

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!...

This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years. Charming beyond words this home sits at the end of Tonset Road and looks out over Nauset Inlet to the Atlantic Ocean beyond. Stone walls and meadows surround this time tested property. The...

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...

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...

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,...

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...

Newly Renovated Luxury Waterfront Home, Kayak to Nauset Beach and Pochet Island! -Linens Included- Rents from Saturday to Saturday in July and August $9,500-$9,800/week PRIME SUMMER WEEKLY RATE Please click on the 'Virtual Tour' to see a 3D tour of the home Be one of the first to stay at this...

*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...

14 Iyanough Road (ID #80840) ~ Oceanside 2 bedroom charming cottage ~ Nauset Heights 2019 Rental Season! Charming cottage in Nauset Heights just a short distance to Priscilla Landing & Nauset Beach! Great for summer swims, kayaking, shell hunting, and other recreational activities. A patio...

*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...

New and upscale with guest house, walk to Skaket Beach Rents Saturday - Saturday during peak season Linens not included   This home is about a 10 minute walk or a very short drive to Skaket Beach. It's also less than a mile (0.8) to the famous Cape Cod Rail Trail bike path. The house is also...

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...

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...

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...

*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...

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...

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...

Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater beach and boating access to Nauset Harbor and the Atlantic from Little Cove. A traditional Cape set up on a hill with a private back yard bordering a protected bird sanctuary. This home features 4...

6 Bayberry Way, East Orleans MA (ID# 18591) Waterfront and Waterview on Meetinghouse Pond 2019 Season! Special reduced rate for the week of June 30th !! 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...

Historic 1860's antique Cape Cod home, perfect for groups or families with kids and/or pets! Located in the Pochet area of East Orleans and just a short distance to Nauset Beach, the charming village of East Orleans, and the clear, warm water at Crystal Lake! This Pet Friendly home is set on over...

Beautifully furnished historic home in the Nauset Heights area of East Orleans. Walk to private Association beach or to Nauset Beach (public/lifeguards) on the Atlantic in minutes. Sliders from open dining room and living room to large screened porch overlooking expansive backyard. There is also a...

Private Orleans resort-style compound with heated pool & spa, fire pit and cabana (linens included) Peak Summer Weekly Rates: $16,900-$18.500 Rents from Sunday to Sunday during peak weeks Come enjoy Thanksgiving on the Cape! Sit by the fire pit after a wonderful family dinner. Please click on the...

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,...

31 Fox Ridge East Orleans (ID#18334) Briar Springs-Barley Neck Area 2018 Season! This lovely L-shaped ranch with Central A/C is bright and airy. The kitchen, dining and spacious living area is an open floor plan with a cathedral ceiling. The three-season room off the living area is enclosed with...

156 Pochet Road (ID #129929) ~ Pochet Association Three Bedroom Home ~ Pochet/Nauset Beach Area 2018 Season! Relax and unwind in a wonderful home in the Pochet Association of East Orleans where you have access to beautiful Nauset Beach and the Atlantic Ocean! Be carefree ...no worries about...

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...

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...

*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...

Great location. Short walk down Beach Road to Nauset Beach, which many call the best Cape Cod beach. Spacious master bedroom on top floor. Beautiful view toward Nauset Beach from upper deck. Contemporary style. Beautiful lawn and plantings. East Orleans is part of the Quiet East Side of the...

51 Chickadee Lane, East Orleans 2018 Season! Beautiful East Orleans home with 3 Bedrooms, 2 1/2 baths, Central Air and Wi-Fi. Main level includes 2 nicely sized bedrooms, 1 1/2 baths, kitchen, dining, deck, living room with HD flat screen TV with cable, and fireplace. Newly finished lower level...

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...

Luxurious Orleans Home with Private Salt Pool, Sleeps 10 (linens included) Peak Summer Weekly Rates: $9,000 - $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...

27 Pond Road, Orleans (ID# 22347) 2019 Season! Nestled on a private 1.5-acre landscaped and wooded lot, this charming and newly constructed home combines comfort with gracious living! The large kitchen features high-end appliances, marble counters, breakfast booth with bay windows and opens to the...

12 Heritage Drive, Orleans MA (ID#118899) 2018 Season! Lovely, spacious updated colonial home near Pah Wah Pond and equidistant to Nauset Beach or Skaket Beach and centrally located to Pleasant Bay, Chatham and National Seashore Beaches. A gorgeous kitchen with stainless appliances and granite...

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...

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...

97 Pochet Road, East Orleans MA (ID# 93127) 2019 Season! 'Lucky Enough,' a spacious and beautifully decorated, 4BR/2.5BA single level home is just a few minutes drive to Nauset Beach, E. Orleans Village, shopping, and local restaurants. The family room, located in the finished basement, contains a...

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...