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Orleans, MA cottages
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46 Best cottages in Orleans, MA

Compare Family Cottages in Orleans, MA

With plenty of room to spread out, these family-friendly cottages in Orleans, MA are the perfect home base before a day by the water.

Cape Cottage With 5 Beds, Large Deck, And Less Than 10 Minute Walk To The Beach! - Orleans, MA
9.4 23 reviews

Cape Cottage With 5 Beds, Large Deck, And Less Than 10 Minute Walk To The Beach!

cottage, Eastham
This Eastham vacation home is conveniently located a 10-minute walk from Cape Cod Beaches and Campground Beach, and within 2 miles of Thumpertown Beach and Wiley Park Beach.
This three-bedroom, one-bathroom house sleeps five guests and features a fully equipped kitchen, air conditioning, a private patio, and outdoor barbecue grills; DVD player and Wi-Fi are also included.
64 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Orleans, MA
10 1 review

64 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Eastham
This Eastham cottage offers direct waterfront access on Town Cove with a private dock and is located 4.0 miles from the Cape Cod National Seashore.
This 690 sq ft rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, a full kitchen, complimentary linens, and daily free tickets to local attractions through Xplorie.
Relaxing Eastham Retreat With Waterfront Views - Orleans, MA
No reviews

Relaxing Eastham Retreat With Waterfront Views

cottage, Eastham
This waterfront cottage, Bell Buoy, is situated on Town Cove in Eastham, providing direct water access and is located 4.0 miles from the Cape Cod National Seashore.
This family-friendly cottage accommodates up to 4 guests in 2 bedrooms and includes amenities such as internet, air conditioning, a kitchen with a fridge and microwave, parking, and a private deck with cove views, along with complimentary linens and $750 in daily free tickets to local attractions through the Xplorie partnership.
Peaceful Waterfront Cottage Escape - Orleans, MA
No reviews

Peaceful Waterfront Cottage Escape

cottage, Eastham
This Eastham cottage is situated along Town Cove, less than 500 feet from Log Cabin Farm and 2.0 miles from Rock Harbor Beach, offering waterfront views and private dock access.
This family-friendly, 2-bedroom, 2-bathroom vacation home accommodates up to 4 guests with amenities including a full kitchen, air conditioning, and Wi-Fi, plus complimentary kayaks, canoes, and daily free tickets to local attractions through the Xplorie partnership.

Best Orleans, MA cottages with a garden

Cozy Cottage Near Rock Harbor (2223) - Orleans, MA
9.0 14 reviews

Cozy Cottage Near Rock Harbor (2223)

cottage, Orleans
This Orleans marsh-side cottage offers stunning views and is conveniently located near Rock Harbor, the Cape Cod Rail Trail, and Orleans town center, though precise distances aren't specified.
This pet-friendly (fee applies) two-bedroom, one-bathroom home sleeps five and features a full kitchen, microwave, outdoor shower, three-season porch, grill, air conditioning, internet access, and parking for two cars.
Cottage Grove Eastham-cottage #6 - Orleans, MA
9.6 83 reviews

Cottage Grove Eastham-cottage #6

cottage, Eastham
This charming studio cottage is located in a peaceful grove of nine cottages in Eastham, just a short distance from the beautiful beaches and bustling downtown area. The studio has earned excellent ratings for location, cleanliness, and overall user experience.
The cottage features a compact kitchenette with a gas stove and refrigerator, perfect for preparing simple meals. Guests can enjoy the fresh air on the small porch, and one small dog is welcome for an additional fee.
Clean And Cute Brewster Cottage - Orleans, MA
10 28 reviews

Clean And Cute Brewster Cottage

cottage, Brewster
This Brewster cottage is located just a tenth of a mile from the Cape Cod Rail Trail and a mile from Brewster's beaches, offering easy access to both scenic bike paths and the beautiful coastline.
The 530-square-foot cottage features two bedrooms, one bathroom, and can comfortably accommodate four guests, with amenities including central air conditioning, a full kitchen, and an outdoor shower.
Cozy Cape Cottage - Orleans, MA
9.4 31 reviews

Cozy Cape Cottage

cottage, Brewster
This Brewster cottage rental is conveniently located less than 2 kilometers from Nickerson State Park, Linnell Landing Beach, and Ocean Edge Golf Club, offering easy access to Cape Cod's beaches and attractions.
This 500-square-foot vacation home features two bedrooms, one bathroom, and accommodates three guests, complete with a fully equipped kitchen, air conditioning, a patio, and on-site parking.

Frequently Asked Questions about cottages in Orleans, MA

  • What would be a good 1-day itinerary for visiting in and around Orléans, MA?

    Start your day with a walk along the beautiful Nauset Beach, then head to the Orleans Historical Society Museum to learn about the town's history. For lunch, try a lobster roll at the popular restaurant, The Lobster Claw. In the afternoon, explore the Orleans Conservation Trust trails and enjoy a scenic sunset at Skaket Beach.
  • What are the best cottages in Orleans, MA?

  • What are the can't-miss sights in Orléans, MA?

    You definitely need to visit Nauset Beach, one of the most beautiful beaches on Cape Cod. The Orleans Historical Society Museum is a must-see for anyone interested in the town's history. And don't forget to check out the iconic Nauset Light, a lighthouse that's been guiding ships since 1877.
  • What are the best cottages with a pool in Orleans, MA?

  • Can you easily explore Orléans, MA on foot or by bike?

    Orleans is a great town to explore on foot or by bike. The downtown area is compact and easily walkable, and there are plenty of bike paths that connect to nearby towns. You can rent bikes at several shops in town.
  • What are the best cottages with a jacuzzi in Orleans, MA?

    The best cottage with a jacuzzi in Orleans, MA is Modern 1 Bedroom Cottage On 2 Acres Of Waterfront.

  • What activities are available in and around Orléans, MA?

    Orleans offers a variety of activities, from swimming and sunbathing at the beach to hiking and biking on the trails. You can also go kayaking or paddleboarding on the bay, or take a whale watching tour. There are also several art galleries and shops to explore.
  • What are the best cottages for families and kids in Orleans, MA?

  • What famous towns or cities are near to Orléans, MA?

    Orleans is located on Cape Cod, which is known for its charming towns and beautiful beaches. Some of the most famous nearby towns include Chatham, Provincetown, and Falmouth. You can easily take a day trip to any of these destinations.
  • What are the best pet friendly cottages in Orleans, MA?

  • What are the most common amenities in cottages in Orléans, MA?

    Cottages in Orleans typically offer a range of amenities, including a kitchen, bathroom, bedrooms, and a living area. Many cottages also have a private deck or patio, a fireplace, and access to laundry facilities. Some cottages may also offer amenities like a hot tub or a pool.
  • What are the best cottages with parking in Orleans, MA?

Popular destinations

Check Out Cottages with a Hot Tub in Orleans, MA

A private hot tub at your cottage makes every trip to Orleans, MA truly unforgettable after a day by the water.

Cozy Cape Cottage - Orleans, MA
9.4 31 reviews

Cozy Cape Cottage

cottage, Brewster
This Brewster cottage rental is conveniently located less than 2 kilometers from Nickerson State Park, Linnell Landing Beach, and Ocean Edge Golf Club, offering easy access to Cape Cod's beaches and attractions.
This 500-square-foot vacation home features two bedrooms, one bathroom, and accommodates three guests, complete with a fully equipped kitchen, air conditioning, a patio, and on-site parking.

Find the Best Pet-Friendly Cottages in Orleans, MA

These dog-friendly cottages in Orleans, MA ensure your pet loves the vacation as much as you do.

Waterfront Chatham Retreat W/ Wifi & Privacy - Orleans, MA
10 21 reviews

Waterfront Chatham Retreat W/ Wifi & Privacy

cottage, Chatham
This charming cottage is located just two miles from Ridgevale Beach and a short drive from Chatham's town center, offering a peaceful escape near the tranquil shores of Goose Pond. It has earned excellent user ratings for its comfortable amenities and location.
This one-bedroom, one-bathroom cottage offers 860 square feet of space and can comfortably accommodate up to four guests. The cottage features a fully equipped kitchen, a spa, air conditioning, and access to kayaks for exploring the pond.
Charming Waterfront Escape Along The Cove - Orleans, MA
10 1 review

Charming Waterfront Escape Along The Cove

cottage, Eastham
This Eastham cottage offers direct waterfront access on Town Cove, placing you within 2 miles of Rock Harbor Beach and 1.5 miles of the Cape Cod Rail Trail.
This pet-friendly rental features 740 square feet, 2 bedrooms, 1 bathroom, and accommodates up to 4 guests, with amenities including a private deck, keyless entry, and $750 in daily free attraction tickets through the Xplorie partnership.
Driftwood Cottages - 65a - Whale - Orleans, MA
No reviews

Driftwood Cottages - 65a - Whale

cottage, Eastham
This Eastham cottage is a short walk to a private beach, near the Cape Cod National Seashore, and close to Arnold's Mini Golf and Edward Penniman House and Barn.
This 720-square-foot rental accommodates up to four guests in two bedrooms and features air conditioning, internet, and a kitchen with a fridge and microwave, offering an ideal base for exploring local bike trails and enjoying water activities.
Private Cape Cod Cottage. Walk To Ellis Landing Beach! - Orleans, MA
10 43 reviews

Private Cape Cod Cottage. Walk To Ellis Landing Beach!

cottage, Brewster
This Brewster lakefront cottage offers tranquil views and is a 15-minute walk from Cape Cod beaches and Ocean Edge Golf Club, less than 2km from Linnell Landing Beach and Crosby Mansion.
This 800-square-foot rental sleeps five, features one bedroom and one bathroom, and includes a kitchenette with a refrigerator and microwave, free Wi-Fi, a Smart TV, and outdoor barbecue grills.
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