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Vacation rentals in Orleans

Vacation rentals in Orleans

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Orleans

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Cozy Waterfront Apartment, Private Beach Access
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Cozy Waterfront Apartment, Private Beach Access

    Hello to all of my future guests. I want to wish you all well and safety in these uncertain times. I can assure you that this property is safe, private, spotless and affords you access to a beautiful private beach. I have updated the apartment to include a microwave and two kayaks. We are implicating extra sanitizing and cleaning measures to ensure the apartment is clean and safe for each guest! Please stay safe, optimistic, and let me know of any concerns. Sincerely, Patty

    What guests are saying:

    “The perfect place for a getaway weekend - you have the option of escaping the crowds and enjoying the private beach, or making day trips to Provincetown and Chatham. Patty was very thoughtful and had beach towels, beach chairs, cooler bag, etc ready for you to borrow. Her Airbnb is located in a very private/secluded location that is very safe. Don’t hesitate to book!”

  • Charming Old Sea Captain's B&B
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
    Charming Old Sea Captain's B&B

    Our antique home is a feast for the eyes. A continental breakfast is served each morning. Experience Cape Cod and enjoy it like a local. We have two friendly indoor cats, Ravi and Luna. Our gardens entice you to relax. On arrival, we'll offer you tea or wine and discuss your plans. We're on the main road, busy in summer, and 5 mins. to National Seashore headquarters & Coast Guard beach, #6 this year of best U.S. beaches. We've lived here for 26 years, know the Cape well and will recommend lots.

    What guests are saying:

    “Jo Leal and John are the most wonderful hosts. This was our first trip to the Cape and they helped us plan our time with helpful tips and a lot of written material they have meticulously compiled. Jo Leal and John are warm, friendly people and art connoisseurs. The paintings all around the home were so refreshing and added to the joy of our stay. John made the most amazing tea and Jo Leal served us home made bread and a signature dish that she created for breakfast. We had a great time chatting with them and getting a quick peek into the local history about which they both know so much! We highly recommend staying at any of their listings (they showed the second one to us and it is gorgeous!!).”

  • Modern Cape Apartment in Orleans, Private Entrance
    SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bath
    Modern Cape Apartment in Orleans, Private Entrance

    Clean, quiet, modern studio apartment with private entrance, a queen bed and a double futon, full bath and kitchenette with fridge, sink, microwave, Keurig coffee maker, dinnerware, electric skillet, coffee & tea, etc. No stove. Minutes from Nauset and Skaket beaches, whale watching, historic sites, with Pleasant Bay boat launch and hiking trails just down the road. Wifi and CTV. Your own patio and private back yard. Orleans shopping and an excellent selection of fine restaurants. Pet friendly.

    What guests are saying:

    “We really appreciated Michaels hospitality during Memorial Day weekend 2020. The guest house is located on a quiet street that’s nearby many beaches and bike paths. Highly recommend you bring your bike! The entire cape is very bikeable whether on designated bike paths, or on town roads where the local drivers are courteous to bikers. The guest space has nice amenities including a large fridge, plenty of keurig coffee for the morning and games and books”

Vacation rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Orleans vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Orleans

Barn Cottage on Minister Pond
SUPERHOSTEntire cottage
Barn Cottage on Minister Pond
Price:ﺩ.ﺇ287 / night
Awesome 2BR Cape waterfront cottage
SUPERHOSTEntire house
Awesome 2BR Cape waterfront cottage
Price:ﺩ.ﺇ552 / night
Cranberry Cottage #8 - Littleneck
SUPERHOSTEntire cottage
Cranberry Cottage #8 - Littleneck
Price:ﺩ.ﺇ383 / night
Cape Cod Cottage with view of Orleans Town Cove
SUPERHOSTEntire cottage
Cape Cod Cottage with view of Orleans Town Cove
Price:ﺩ.ﺇ735 / night
Pleasant Bay Charmer!!!
SUPERHOSTEntire guest suite
Pleasant Bay Charmer!!!
Price:ﺩ.ﺇ354 / night
Cozy corner!
SUPERHOSTPrivate room
Cozy corner!
Price:ﺩ.ﺇ353 / night
Sun-filled Apartment with Waterviews and Beach!
Entire house
Sun-filled Apartment with Waterviews and Beach!
Price:ﺩ.ﺇ662 / night
4 Bedroom Cape with Pond Access close to Bike Path
SUPERHOSTEntire house
4 Bedroom Cape with Pond Access close to Bike Path
Price:ﺩ.ﺇ383 / night
Cozy Eastham  Home Close to Beaches and Bike Trail
SUPERHOSTEntire house
Cozy Eastham Home Close to Beaches and Bike Trail
Price:ﺩ.ﺇ462 / night
Contemporary Post & Beam "Barn"
SUPERHOSTEntire house
Contemporary Post & Beam "Barn"
Price:ﺩ.ﺇ617 / night
Charming Antique Cape Cod Cottage
SUPERHOSTEntire guesthouse
Charming Antique Cape Cod Cottage
Price:ﺩ.ﺇ551 / night
Oceanview- classic 1900s cottage-Pets  Welcome -GC
Entire cottage
Oceanview- classic 1900s cottage-Pets Welcome -GC
Price:ﺩ.ﺇ918 / night
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