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The best vacation homes in Orleans

Check out our selection of great vacation homes in Orleans

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2 mins from Nauset Beach, hotel in Orleans

2 mins from Nauset Beach offers accommodations in Orleans, 8.8 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary.

Very clean. All the kitchen equipment I needed plus a grill. Homey.
Scored 9.0
9.0
Rated wonderful
Wonderful
6 reviews
Bike to Nauset Beach or Walk to Mill Pond, hotel in Orleans

Bike to Nauset Beach or Walk to Mill Pond offers accommodations in Orleans, 1.8 miles from South Orleans Beach and 8.9 miles from Nauset Lighthouse.

This is a serene hideaway in a beautiful location a couple of miles from town—very quiet. The house is attractively furnished, very clean, beds are comfortable. Porch and patio very nice.
Scored 9.2
9.2
Rated wonderful
Wonderful
5 reviews
Walk 1 4 Mile to Private Beach, hotel in Orleans

Just a 8-minute walk from Kingsbury Beach and half a mile from Campground Beach, Walk 1 4 Mile to Private Beach features accommodations in Eastham with a garden.

Location. Outdoor shower.
Scored 8.2
8.2
Rated very good
Very Good
6 reviews
Waterfront with Amazing views Dog Friendly, hotel in Orleans

Waterfront with Amazing views Dog Friendly offers accommodations in Eastham, 1.9 miles from Dyer Prince Beach and 5.3 miles from Nauset Lighthouse.

The location was great; our cottage was near the waterfront. Easy access to a supermarket (1 mile), restaurants, coffee shops etc.. The location was a 1/3 of a mile from the Cape Cod Bike Trail. It is a wonderful (asphalt) bike trail, we rode part of the trail and saw many birds. When we turned around to go back to our cottage, we saw and stopped at a bakery right by the trail (The Blue Willow).
Scored 8.1
8.1
Rated very good
Very Good
9 reviews
Relaxing Cape Getaway, hotel in Orleans

Relaxing Cape Getaway offers accommodations in Brewster, 19 miles from Wellfleet Bay Wildlife Sanctuary and 20 miles from Cape Cod National Seashore.

The properties layout was great for multiple friends.
Scored 7.8
7.8
Rated good
Good
6 reviews
Hideaway Near The Bay, hotel in Orleans

Hideaway Near The Bay offers accommodations in Eastham, a 19-minute walk from Campground Beach and 1.2 miles from Cooks Brook Beach. This beachfront property offers access to free Wifi.

Since I was not able to gain access I did not like any part of this rental It was dark when I arrived and basically afraid to go in even if I could have found the lock box, Driveway was horrible.
Scored 7.7
7.7
Rated good
Good
6 reviews
South Chatham Sunshine, hotel in Orleans

South Chatham Sunshine is located in South Chatham, just 1.5 miles from Ridgevale Beach and 1.6 miles from Cockle Cove Beach.

Great communication with the property manager / host. Very safe and quaint area, about a ten minute walk to nearby creek/pond (you can see the Nantucket sound from here). from Plenty of space for my family of 6. Linens, towels, soap/shampoo/conditioner, wifi, even laundry detergent was provided, which was much appreciated.
Scored 9.3
9.3
Rated wonderful
Wonderful
6 reviews
Lucky Number Seven, hotel in Orleans

Lucky Number Seven offers accommodations in Chatham, 1.1 miles from Harding Beach and 16 miles from Nauset Lighthouse. This vacation home features accommodations with a patio.

This Chatham Cape house was perfect for our family. It was close to Main street-- easy access to the main routes and close drive to all the downtown restaurants, ice cream shops, and movie theater. The open floor plan of the living room and kitchen/dining room table made it easy for our family to spend time together. Our favorite portion of the house was the sun room where you can relax to read and enjoy a cup of coffee in the morning. The back patio is spacious and we enjoyed some dinners outside. The communication by Vacassa prior to check in was great and the binder left by the owners was helpful, particularly regarding places to eat. Overall, the space was pleasant and welcoming. We would definitely rent again if we come back to Chatham.
Scored 9.1
9.1
Rated wonderful
Wonderful
9 reviews
Coastal Hideaway, hotel in Orleans

Coastal Hideaway is located in Harwich Port, just 26 miles from Sandwich Glass Museum and 26 miles from Heritage Museums & Gardens.

Very clean and comfortable. Lots of little extras in case you forgot something.
Scored 9.0
9.0
Rated wonderful
Wonderful
6 reviews
Sea House, hotel in Orleans

Sea House is located in Chatham, just 1.5 miles from Chatham Lighthouse Beach and 16 miles from Nauset Lighthouse.

Comfortable, decent water pressure and hot water in shower.
Scored 9.0
9.0
Rated wonderful
Wonderful
13 reviews
All vacation homes in Orleans
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Orleans this month

Enjoy breakfast in Orleans!

  • 2 mins from Nauset Beach
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 6 reviews

    2 mins from Nauset Beach offers accommodations in Orleans, 8.8 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary.

  • Bike to Nauset Beach or Walk to Mill Pond
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 5 reviews

    Bike to Nauset Beach or Walk to Mill Pond offers accommodations in Orleans, 1.8 miles from South Orleans Beach and 8.9 miles from Nauset Lighthouse.

    Service très sérieux. Nous avions un problème de rideau dans la chambre et le lendemain tout à été réglé! Appartement très bien équipé et terrasse extrêmement agréable.

  • 8 Harbor Hill Drive Orleans - A Change of Pace

    8 Harbor Hill Drive Orleans - A Change of Pace is located in Orleans, just 7.2 miles from Nauset Lighthouse and 13 miles from Wellfleet Bay Wildlife Sanctuary.

  • Short drive to town and popular beaches

    Just a 14-minute walk from Skaket Beach and 1.1 miles from Dyer Prince Beach, Short drive to town and popular beaches features accommodations in Orleans with a garden.

  • Private Lake Access Great for Families
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Private Lake Access Great for Families offers accommodations in Orleans, 1.7 miles from South Orleans Beach and 8.2 miles from Nauset Lighthouse.

  • Association Beach less than a Mile away
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Association Beach less than a Mile away offers accommodations in Orleans, 9.1 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary.

  • 0,8 Miles to Skaket Beach Great Backyard

    0,8 Miles to Skaket Beach Great Backyard is located in Orleans, just a 12-minute walk from Skaket Beach and 1.8 miles from Dyer Prince Beach.

  • Kayaking Swimming and Shopping all within 3 miles
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Kayaking Swimming and Shopping all within 3 miles is located in Orleans, just 9.3 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary.

Save money on vacation homes in Orleans – budget options available!

  • Perfectly private location w deeded beach access
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Perfectly private location w deeded beach access offers accommodations in Orleans, 8.8 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary.

  • Saltwater Haven
    Budget options available
    Scored 6.0
    6.0
    Rated pleasant
    Pleasant
     · 2 reviews

    Saltwater Haven offers accommodations in Orleans, 14 miles from Wellfleet Bay Wildlife Sanctuary and 16 miles from Cape Cod National Seashore.

  • 2 Miles to Nauset Beach and convenient to town

    2 Miles to Nauset Beach and convenient to town is located in Orleans, just 9.5 miles from Nauset Lighthouse and 16 miles from Wellfleet Bay Wildlife Sanctuary.

  • Less than 2 Mi to Nauset Beach Restaurants & More

    Less than 2 Mi to Nauset Beach Restaurants & More offers accommodations in Orleans, 1.4 miles from Nauset Beach and 8.9 miles from Nauset Lighthouse. This beachfront property offers access to a patio.

  • 33 Heritage Drive South Orleans Cape Cod - Sea Saw Saucy

    33 Heritage Drive South Orleans Cape Cod - Sea Saw Saucy is located in Orleans, just 17 miles from Cape Cod National Seashore and 23 miles from Truro Historical Museum.

  • Sailor Sanctuary
    Budget options available

    Sailor Sanctuary offers accommodations in Orleans, 15 miles from Wellfleet Bay Wildlife Sanctuary and 16 miles from Cape Cod National Seashore.

  • Pristine waterfront oasis plus game room jacuzzi and home office
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Pristine waterfront oasis plus game room jacuzzi and home office is located in Orleans, just 8.3 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Sleeps 8 Minutes to Nauset Beach

    Sleeps 8 Minutes to Nauset Beach offers accommodations in Orleans, 1.6 miles from South Orleans Beach and 8.5 miles from Nauset Lighthouse.

Great access to the city center! Check these vacation homes in Orleans

  • Babes Bungalow by Leavetown Vacations
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Babes Bungalow by Leavetown Vacations is located in Orleans, just a 11-minute walk from South Orleans Beach and 6.8 miles from Nauset Lighthouse.

  • Beach Getaway with Private Backyard
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Just a 18-minute walk from Skaket Beach and one mile from Dyer Prince Beach, Beach Getaway with Private Backyard features accommodations in Orleans with a garden.

  • Summer Sliving
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Summer Sliving offers accommodations in Orleans, 7.3 miles from Nauset Lighthouse and 13 miles from Wellfleet Bay Wildlife Sanctuary. Guests can benefit from a patio and a children's playground.

  • The Friendly Finch
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    The Friendly Finch is located in Orleans, just 23 miles from Truro Historical Museum and 28 miles from Commercial Street.

  • 4-5 Min to Mill Pond or Nauset Beach
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    4-5 Min to Mill Pond or Nauset Beach is located in Orleans, just 8.2 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Spacious Game Room Close to Nauset Beach
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Spacious Game Room Close to Nauset Beach is located in Orleans, just 15 miles from Wellfleet Bay Wildlife Sanctuary and 17 miles from Cape Cod National Seashore.

  • Gorgeous Renovation Walk to Water
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Gorgeous Renovation Walk to Water is located in Orleans, just 16 miles from Wellfleet Bay Wildlife Sanctuary and 17 miles from Cape Cod National Seashore.

  • The Quarterdeck
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    The Quarterdeck is located in Orleans, just 15 miles from Wellfleet Bay Wildlife Sanctuary and 17 miles from Cape Cod National Seashore.

  • 1 min drive to Rock Harbor 2 min to Town
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    1 min drive to Rock Harbor 2 min to Town is located in Orleans, just 1.8 miles from South Orleans Beach and 6.4 miles from Nauset Lighthouse.

  • Amazing Outdoor Space Access to Town Cove
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Amazing Outdoor Space Access to Town Cove offers accommodations in Orleans, 7.8 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Namskaket Retreat
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Namskaket Retreat offers accommodations in Orleans, 7.9 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Steps to Skaket Beach
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2 reviews

    Steps to Skaket Beach is located in Orleans, just 8.2 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Gray Gables
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2 reviews

    Gray Gables offers accommodations in Orleans, 8.2 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Spinnaker Trail
    Central location
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 4 reviews

    Spinnaker Trail enjoys a location in Orleans, 8.5 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary. The air-conditioned accommodations are 1.7 miles from Nauset Beach.

  • Areys Pond Point
    Central location
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Areys Pond Point offers accommodations in Orleans, 8.7 miles from Nauset Lighthouse and 15 miles from Wellfleet Bay Wildlife Sanctuary. This beachfront property offers access to a patio and free Wifi.

  • The Perfect Beach Getaway
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    The Perfect Beach Getaway offers accommodations in Orleans, 15 miles from Wellfleet Bay Wildlife Sanctuary and 17 miles from Cape Cod National Seashore.

  • Nauset Beach Buddy
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 3 reviews

    Nauset Beach Buddy offers accommodations in Orleans. Provincetown is 22 miles from the property. All units feature a TV. There is also a kitchen, fitted with an oven.

  • Paradise On Cape Cod
    Scored 7.3
    7.3
    Rated good
    Good
     · 3 reviews

    Paradise On Cape Cod is located in Orleans, just 6.8 miles from Nauset Lighthouse and 13 miles from Wellfleet Bay Wildlife Sanctuary.

  • Steps to Nauset Beach Private Yard
    Scored 7.0
    7.0
    Rated good
    Good
     · 2 reviews

    Steps to Nauset Beach Private Yard is located in Orleans, just 10 miles from Nauset Lighthouse and 16 miles from Wellfleet Bay Wildlife Sanctuary.

  • Waterfront on Pleasant Bay
    Scored 5.0
    5.0
    Rated fair
    Average
     · 1 review

    Waterfront on Pleasant Bay is located in Orleans, just 16 miles from Wellfleet Bay Wildlife Sanctuary and 18 miles from Cape Cod National Seashore.

  • Beachfront on Skaket Water Views
    Scored 3.0
    3.0
    Rated poor
    Poor
     · 1 review

    Beachfront on Skaket Water Views is located in Orleans, just 8.3 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Waterfront on Orleans Cove

    Waterfront on Orleans Cove is located in Orleans, just a 14-minute walk from South Orleans Beach and 6.4 miles from Nauset Lighthouse.

  • Fantastic Home by Eldridge Park

    Fantastic Home by Eldridge Park offers accommodations in Orleans, 1.6 miles from Skaket Beach and 1.8 miles from Dyer Prince Beach.

  • Less than 5 Miles to Rock Harbor

    Less than 5 Miles to Rock Harbor offers accommodations in Orleans, 1.7 miles from Dyer Prince Beach and 6.7 miles from Nauset Lighthouse.

  • Private pool 3 mins to Skaket Beach

    Private pool 3 mins to Skaket Beach is located in Orleans, just 1.1 miles from Dyer Prince Beach and 7.6 miles from Nauset Lighthouse.

  • 1 Mile to Beach & Dogs Welcome

    1 Mile to Beach & Dogs Welcome is located in Orleans, just 1.4 miles from Dyer Prince Beach and 7.7 miles from Nauset Lighthouse. The air-conditioned accommodation is one mile from Skaket Beach.

  • The Quintessential Cape Cottage

    The Quintessential Cape Cottage is located in Orleans, just 7.7 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

  • Salty Ridge Station

    Salty Ridge Station offers accommodations in Orleans, 15 miles from Cape Cod National Seashore and 22 miles from Truro Historical Museum.

Vacation Homes That Guests Love in Orleans

  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 535 reviews
    Unassuming but such good value!!! Spacious,comfortable and very clean. Really nice team and good value for money. Comfortably located.
    Dani
    Family with young children
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 535 reviews
    Great staff - very professional, thoughtful and kind. Good breakfast. Very clean, good shower, lots of thought gone into standards, maintenance, etc.
    Simon
    Young couple
  • Avg. price/night: $113.31
    Scored 7.8
    7.8
    Rated good
    Good
     · 301 reviews
    Very clean and comfortable beds.
    Philipp
    Travelers with friends
  • Avg. price/night: $114.45
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 118 reviews
    Our room was large and had plenty of space for all of our stuff. Our room also had a new deck which overlooked trees and was completely private. It was a beautiful additoin to our hotel experience. The room was very clean and there was ample parking.
    Samuel
    Young couple
  • Scored 8.5
    8.5
    Rated very good
    Very Good
     · 4 reviews
    The house was very clean, well equipped, and comfortable. We loved the privacy of the woods surrounding the house but even more, the wildlife that accompanied it. It was so lovely that we didn't mind staying in when it rained.
    June
    Solo traveler
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 535 reviews
    The beds were very comfortable. The room had been updated very nicely. The continental breakfast had a great variety. The room was very clean. We will definitely stay here again.
    A
    ANTHONY
    Family with young children
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 535 reviews
    Updated rooms. Very clean and comfortable. Very quiet. Nice pool. In the back of the motel so road noise was minimal.
    Kevin
    Young couple
  • Avg. price/night: $181.98
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 145 reviews
    excellent location, beautiful room, very clean, everything you need.
    Julie
    Young couple
  • Avg. price/night: $114.45
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 118 reviews
    room was very clean and comfortable. It was nice to have outdoor seating.
    R
    ROBIN
    Solo traveler
  • Avg. price/night: $181.98
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 145 reviews
    location very clean and wonderful staff
    Susan
    Travelers with friends