Search cheap cottages in Orleans, MA from 100+ sites!

46 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Orleans, MA cottages
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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.

Adorable Cape Cottage Near Kingsbury Beach - Orleans, MA
9.0 13 reviews

Adorable Cape Cottage Near Kingsbury Beach

cottage, Eastham
This Eastham seaside cottage offers easy access to Cape Cod Beaches and Wiley Park Beach, with Herring Brook and Thumpertown Beaches within 1.2 miles.
The two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen, private garden with BBQ, free Wi-Fi, and a DVD player.
64 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Orleans, MA
No reviews

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.
Quaint Cape Cottage Close To The Beach - Orleans, MA
8.8 10 reviews

Quaint Cape Cottage Close To The Beach

cottage, Eastham
This Eastham seaside cottage offers easy beach access, a short walk from Cape Cod Beaches and Herring Brook Beach, and within 2 miles of Thumpertown Beach.
The three-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with a fridge and microwave, free Wi-Fi, a terrace, and a garden; barbecue grills are available for outdoor enjoyment.
Cozy Cape Cottage With Beach Access - Orleans, MA
8.8 15 reviews

Cozy Cape Cottage With Beach Access

cottage, Eastham
This Eastham vacation home sits at the end of a lane, a short walk from Wiley Pond and offering easy beach access to an uncrowded bay with stunning sunsets and proximity to the Cape Cod National Seashore.
The two-bedroom, one-bathroom rental sleeps four, features a kitchen with a refrigerator, a shared yard with an outdoor shower, charcoal barbecue, and picnic table, plus free internet and on-site parking.

Best Orleans, MA cottages with a garden

Cozy Cottage In Eastham Near National Seashore - Orleans, MA
9.6 5 reviews

Cozy Cottage In Eastham Near National Seashore

cottage, Eastham
This Eastham vacation home is conveniently located within two miles of the Edward Penniman House and Barn, Fort Hill, and the Jonathan Young Windmill, and within three miles of the Eastham Windmill and Cape Cod National Seashore.
The one-bedroom, one-bathroom cottage sleeps four and features a fully equipped kitchen, air conditioning, a patio, a garden, free Wi-Fi, and 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.

Cottage Grove Eastham-cottage #6 - Orleans, MA
9.6 80 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.

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.

Driftwood Cottages - 85 - Lobster - Orleans, MA
10 1 review

Driftwood Cottages - 85 - Lobster

cottage, Eastham
This Eastham cottage is a short walk to a private beach and near the Cape Cod National Seashore, offering a convenient base for exploring local bike trails, beaches, and seafood restaurants, as well as opportunities for jet skiing and motor boating. This 720-square-foot, 2-bedroom, 1-bathroom rental accommodates up to 4 guests and includes amenities such as air conditioning, a microwave oven, a refrigerator, and internet access, with parking available.
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.
Pets Welcome Near Town & Bike Trail (1471) - Orleans, MA
8.4 15 reviews

Pets Welcome Near Town & Bike Trail (1471)

cottage, Orleans
This Orleans, Massachusetts cottage near Cedar Pond offers easy access to Main Street (under 0.5 miles), the Cape Cod Rail Trail (under 0.5 miles), and Skaket Beach (1 mile).
This three-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen, a renovated bathroom, a deck with a gas grill, and an enclosed outdoor shower; pets are welcome.
64 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Orleans, MA
No reviews

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.
©2026 cozycozy.com