2 BR | 1.5 BA | Sleeps 6 | Quick View
Distance to beach: 3 miles to Pleasant Bay Beach
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View DetailsAbout this property
Launch your canoe or kayaks across the street at Town Landing/Quanset Pond! This two-level 2 bedroom 1.5 bath duplex is located on three acres of private land offering a peaceful vacation retreat. This building once served as a stable but was converted into two separate condos with exceptional privacy ...
Property Type
Orleans Condo
5 BR | 2 BA | Sleeps 12 | Quick View
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About this property
This beautiful, sunny farmhouse located near the heart of Orleans is an antique home that has modern updates inside and a gorgeous surrounding yard. Very private with ample parking. Walking path to Gould Pond for birdwatching and nature walks.The house is open, airy, very clean and well cared for. ...
Property Type
Orleans House
Studio | 1 BA | Sleeps 2 | Quick View
Distance to beach: 2 miles to Nauset Light Beach
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About this property
Less than 2 miles to world famous Nauset Beach in Orleans! Looking to get away from it all? This cabin is sure to please. Located at the end of a very quiet side street this cottage is the perfect place to relax after a day on the beach. Enjoy the covered porch or star gaze from the patio. Inside we have ...
Property Type
Orleans House
2 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Snow Shore
Key Amenities
About this property
'Rose Cottage' is an absolutely lovely, light and bright expanded cottage located on almost an acre in the desirable Snow Shore area of East Orleans. Recently renovated with two bedroom suites and two sleeping alcoves (one of each on both levels), multiple decks and skylights to fill the spaces with natural ...
Property Type
Orleans House
3 BR | 1.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Nauset
Key Amenities
About this property
Very spacious one-level apartment only 2/10ths of a mile from gorgeous Nauset Beach on The Atlantic. NOW WITH A/C units! Completely refreshed with new rugs, new furniture and new gas grill. Step down to a second living area to the 'summer room' with a second TV which leads outside to a private patio with ...
Property Type
Orleans House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.0 miles to Mayflower Point
Key Amenities
About this property
WATERFRONT COTTAGE! Nestled on two acres in Mayflower Point is this absolutely lovely, newly renovated cottage. Light and bright with cottage character throughout, painted exposed beams, skylights and glorious views out to little Pleasant Bay. Two bedrooms, one with a queen bed, the other with a bunk-bed ...
Property Type
Orleans House
Key Amenities
About this property
Wonderful one-level cottage 3/10 mile to Nauset Beach. This 4 bedroom 1.5 home is updated, immaculate and is the perfect place to make memories for years to come. Main level offers a spacious and sunny open floor plan with vaulted ceilings and a fully equipped kitchen, spacious dining area with room ...
Property Type
Orleans House
Key Amenities
About this property
New Rental for Summer 2023! Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape Cod vacation retreat! Light and bright, with beautiful hardwood floors and an open floor plan, the main level has a large, fully equipped kitchen with granite ...
Property Type
Orleans House
4 BR | 3 BA | Sleeps 10 | Quick View
Distance to beach: 0.8 miles to Crystal Lake
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About this property
Crystal Lake-- Designed to look like an illustration from a children's fairytale, this gracious and comfortable vacation home promises a magical vacation any time of the year. Enter through lush gardens into a surprisingly spacious, fully air conditioned home designed with relaxation, convenience, and ...
Property Type
Orleans House
3 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Skaket
Key Amenities
About this property
Location, Location! Popular duplex cottages very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each unit has a private deck and central air-conditioning! Both share the enclosed outdoor shower. No washer/dryer, but there's a clothesline for bathing suits and towels. Each unit has a bath with ...
Property Type
Orleans House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.2 miles to Skaket
Key Amenities
About this property
Location, Location! Popular duplex cottages very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each unit has a private deck and central air-conditioning! Both share the enclosed outdoor shower. No washer/dryer, but there's a clothesline for bathing suits and towels. Each unit has a bath with ...
Property Type
Orleans House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Mayflower Point
Key Amenities
About this property
Chill out (now with central A/C!) and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage offers wonderful views of Lonnie's Pond and Kent's Point. Enjoy its own path down a slope to Lonnie's River that leads out to Pleasant Bay. Perfect for boating or kayaking. ...
Property Type
Orleans House
3 BR | 1.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Nauset
Key Amenities
About this property
Walk to Nauset Beach! Once part of the historic Mayo Duck Farm and a 2/10 mile from beautiful Nauset Beach and the Atlantic Ocean. This home's furnishings have been refreshed, and include a flat screen television. Steam up the lobster in the country kitchen. Have your morning coffee on the back deck which ...
Property Type
Orleans House
5 BR | 3 BA | Sleeps 10 | Quick View
Distance to beach: 2 miles to Nauset Beach
Key Amenities
About this property
Beautiful FIVE-bedroom home with A/C and full amenities only minutes from Nauset Beach and East Orleans village! Ideal for larger gatherings and/or extended families, this meticulous, well-appointed, and beautifully decorated home offers two separate gathering spaces, two separate bedroom wings, air-conditioning, ...
Property Type
Orleans House
5 BR | 3.5 BA | Sleeps 11 | Quick View
Distance to beach: 1 miles to Nauset
Key Amenities
About this property
Cape Cod elegance describes this expansive, fully air-conditioned home sitting peacefully on 2.4 acres in the desirable Pochet area of East Orleans. Beautifully renovated in 2022 with new furnishings throughout makes this 5 bedroom, 3.5 bath home ideal for the larger gathering. The open kitchen/dining/living ...
Property Type
Orleans House
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 0.0 miles to Pilgrim Lake
Key Amenities
About this property
At the end of a private lane lies your secluded vacation retreat on tranquil Pilgrim Lake. Just 60 feet from the decks and living room window is your private lakefront with swim float for boating, fishing or swimming. The main deck, overlooking the water with comfortable outdoor furniture and gas grill, ...
Property Type
Orleans House
3 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Skaket
Key Amenities
About this property
Location, Location! Sweet and cozy 2-bedroom Plus bunkhouse just 2/10ths of a mile from gorgeous Skaket Beach on Cape Cod Bay. Corner lot on a quiet road with 3 ductless A/C units, new stove & refrigerator, and outdoor shower. An ideal setting for the smaller gathering just steps to the sand! Separate ...
Property Type
Orleans House
4 BR | 2.5 BA | Sleeps 10 | Quick View
Distance to beach: 0.6 miles to Skaket
Key Amenities
About this property
Walk to Skaket Beach! Spacious home with A/C, tucked away at the end of a quiet cul-de-sac. Only .6 miles to the sandy shore of Cape Cod Bay via a neighborhood path. Offering great privacy on 1.3 acres, the highlights of this home are its wonderful family room with cathedral ceiling and wood stove, new ...
Property Type
Orleans House
Key Amenities
About this property
Adorable guest house located in a beautiful, quiet area about 3/10ths of a mile from Nauset Harbor. Consisting of 528 square feet, the cottage offers much! The cozy living/dining/kitchen area , includes a queen sofabed and A/C unit. The bedroom has a king (easily converted into 2 twins, if you prefer) ...
Property Type
Orleans House
4 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Town Cove
Key Amenities
About this property
'Westwinds' is a wonderful, classic expansive ranch located on beautiful Town Cove. Set far off the road, this very special property is surrounded by meadows, woodlands, and lovely waterfront views. Enjoy direct saltwater access from the property-- ideal for kayaking, canoeing, fishing and sailing out ...
Property Type
Orleans House
Key Amenities
About this property
Enjoy breathtaking sunsets over Cape Cod Bay from this private, direct beachfront rental on kid-friendly, Skaket Beach in Orleans. Charming 2nd floor apartment with stunning views. Living area, 2 bedrooms, 1 bath and kitchenette. Very clean, cozy & simple. Max 4 people. Sorry no pets allowed.
Property Type
Orleans Apartment
5 BR | 2 BA | Sleeps 10 | Quick View
Distance to beach: 0.0 miles to Atlantic Ocean
Key Amenities
About this property
Incredible spot! Expansive Cape cottage on a bluff in Nauset Heights overlooking Nauset Inlet and the Atlantic with upper level deck and a private stairway down to the beach. Casual Old Cape Cod with pine panelling throughout. The main floor bedrooms consist of a large bedroom with queen bed and a second ...
Property Type
Orleans House
Key Amenities
About this property
Wonderful East Orleans property with newer furnishings and central A/C, perfect for family and friends of all ages. Enjoy this terrific 4 bedroom home that affords space for everyone. The main house has a spacious king bedroom on the 1st floor with a full bath and walk-in shower. The 2nd floor features ...
Property Type
Orleans House
4 BR | 2.5 BA | Sleeps 10 | Quick View
Distance to beach: 0.2 miles to Mill Pond
Key Amenities
About this property
Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly-furnished home is set on over an acre of beautiful multi-level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association tennis courts or deepwater boating ...
Property Type
Orleans House
6 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 0.2 miles to Nauset
Key Amenities
About this property
Nauset Heights! Classic Cape Cod beach house on top of a knoll overlooking the Atlantic Ocean. Plenty of room for all with its wonderful expansive great room with fieldstone fireplace, spacious wrap around porch, expansive lawn and views from practically every room! A great spot to enjoy a casual Cape ...
Property Type
Orleans House
Key Amenities
About this property
Great privacy in East Orleans! Enjoy this lovely 3-bedroom, 2-bath contemporary home offering a bright and open floor plan and updated furnishings. Front-to-back living room with fireplace and a great screened porch open onto a spacious wraparound deck. This great vacation spot is gracefully tucked up ...
Property Type
Orleans House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 0.8 miles to Skaket Beach
Key Amenities
About this property
Light & bright 3-bedroom + den home with central A/C near Skaket Beach! Lovely 2900 sq. ft. Cape on a quiet lane 8/10 mile from the sandy shores of Cape Cod Bay. Main level features a spacious main bedroom with full bath and laundry area, a large living room, separate den (with queen pullout), an ...
Property Type
Orleans House
3 BR | 2 BA | Sleeps 7 | Quick View
Distance to beach: 0.1 miles to Bakers Pond
Key Amenities
About this property
''Hilltop'' is a bright and airy newly-renovated home with easy access to beautiful Bakers Pond. Tucked up on a hill in a quiet neighborhood, this home has living areas on 3 levels, a fully-equipped kitchen and dining area (with bay windows) and opens to a large wraparound deck. Fresh comfortable furnishings, ...
Property Type
Orleans House
Key Amenities
About this property
Smell the sea air and listen to the soothing rhythm of the ocean at Sea Mist! A short 3/10ths of a mile from one of the most beautiful beaches on Cape Cod, this property brings together easy access to Nauset Beach with the luxury of a salt-water heated pool that includes a hot tub and sun shelf. Inside, ...
Property Type
Orleans House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.0 miles to Mill Pond
Key Amenities
About this property
Spectacular Location! An outstanding waterfront spot offering exceptional privacy. Want to unplug? This simple, rustic cottage (no wifi, no TV) is on a peninsula surrounded by salt water and has views of Mill Pond. Launch your kayak or boat from its shore to access Nauset Inlet and to the beautiful sandy ...
Property Type
Orleans House
Key Amenities
About this property
Beutiful place to relax we had the best view from the masters bedroom, we offers breakfast and bed. This its beutiful cottage house we rental vacation summers second floor includes 2 rooms with magnificent views you will and enjoy a peaceful place
Property Type
Orleans Cottage
Find your ideal Orleans vacation rental today
The population of this Lower Cape town swells during the summer for good reason. Orleans has easy access to so many things that people booking vacation rentals covet. We have an outstanding selection of vacation houses perfect for adventure-seeking travelers. One of the best and most underrated parts of staying in Orleans is the easy access via route 6 to Outer Cape spots like Eastham and Wellfleet, as well other Lower Cape spots like Chatham. But you don't have to leave town if you book a vacation rental in Orleans. Let's have a look...
Orleans, MA travel advice
Summer in Orleans, Massachusetts is great, regardless of where your rental is located. But perhaps better than most places, "shoulder season" (meaning Spring and early Fall) in Orleans is a treat. Most of the restaurants, shops, and boutiques in Village Center stay open during shoulder season. And the town has some great trails for walking and biking, plus the town reduces the restrictions of having dogs at the beach. So, it's easy to see why people book vacation rentals in Orleans during the summer and the surrounding shoulder season months, as well.
Activities and beaches
Get your tide chart ready because Orleans has some of the Cape's most diverse bodies of water as well as some of its best beaches. Skaket Beach and Rock Harbor sit on Cape Cod Bay -- so if book a vacation rental near here, but sure to catch a sunset!
While on the west end of town there's Nauset Beach and Mill Pond. Nauset Beach is on the south end of the Cape Cod National Seashore, which attracts travelers from around the country and the globe. Parking is $20/day the last time we checked but if buy admission to one beach on the CC National Seashore, you can visit them all without paying.
You can't miss Pleasant Bay and Little Pleasant Bay which are accessible to the east of Route 28. This is a water-lover's paradise with everything you could ever want in one place, including some diverse wildlife.
There's a great local art scene here, too. Vacationers and year round residents love the galleries dotted around Route 6A nad Main Street including Trove Art Gallery & Boutique, the Frying Pan Gallery, Left Bank Gallery, and Coastal Craft Gallery.
Outdoor attractions
Outdoor activities rule in Orleans! There's something for all vacationers in this Lower Cape town. Ever heard of renting a catboat? You can try that or rent a kayak or paddleboard to navigate Orleans's waterways. Some of the best include Cape Kayaking, Arey's Pond Boat Yard, Goose Hummuck, or Pleasant Bay Community Boating, all town favorites.
If deep-sea fishing is your idea of the perfect vacation activity, try Dragonfly Sportfishing for a a fishing charter -- hopefully you'll see striped bass or bluefin tuna!
There are boating centers, and yacht clubs in Orleans too. If you book an Orleans vacation rental, check out Blue Claw Boat Tours. Captain Rob will help you do it right with a tour from Orleans to Chatham Harbor. Definitely on our list of "musts".
Recommended food and restaurants
Many of Orleans's top restaurants are clustered just south of the rotary connecting route 6 and route 28. There is something for most travelers for sure, so here's the deal on a few of our recommendations:
Land Ho! -- first off, classic name for a pub and grub place on the Cape. This spot right on Main Street is great for a beer and for some laid back apps and main dishes. It's popular with locals and seasonal visitors staying in vacation rentals, alike. Plus, it just turned 50!
The knack is one of the first restaurants you see as you get off the Orleans rotary from Route 6. It's known for its modern airy accommodations, burgers, and lobster rolls -- or as the locals say "lobstah rolls".
If you want more of a bar scene on your vacation, try Mahoney's Atlantic Bar & Grill. It's styling but not upscale and it has a vibrant bar scene (by Cape standards!) and is a good dinner spot with a full menu.
For some people, it's not a vacation until you've had a rockin' breakfast. For that, check out the Hole-in-One on route 6A, which has great donuts and coffee. But the show here are the muffins -- mocha fudge is a must!
We're calling right now: the best coffee joint on the Cape is Sunbird -- pretty great logo too. The lunch is sneaky great (esp for families) at this local favorite. They've made a great transition during/after the pandemic too so it's easy to order online and pick up outside.
A list of restaurants in Orleans wouldn't be complete without mentioning Hot Chocolate Sparrow on Old Colony way. Its got ice cream, coffee, espresso, sweets and, um, hot chocolate for days...
Orleans vacation rentals on Cape Cod Vacation Rentals
Booking Orleans vacation cottages and homes is super easy on CapeCodVacationRentals.com. You can save significantly over booking a hotel or an inn. Plus, you'll have all the comforts and space of home in your vacation rental. Our inventory of houses in this Lower Cape town can't be beat. Happy planning!
