Orleans Vacation Rentals

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Our top choices for Orleans vacation rentals

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (9 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
$523 nightly
The price is $599
Jun 11 - Jun 12
Total with taxes and fees
Captain's Quarters by Nauset Beach

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
$2,970 nightly
The price is $3,399
Jun 3 - Jun 4
Total with taxes and fees
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
$602 nightly
The price is $689
Jun 11 - Jun 12
Total with taxes and fees
6 Mi to Beach: Home w/ Deck in Brewster!

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
$347 nightly
The price is $397
Jun 4 - Jun 5
Total with taxes and fees
🐚The Bay Cottage on Thumpertown Beach

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
$202 nightly
The price is $231
Jun 4 - Jun 5
Total with taxes and fees
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
$524 nightly
The price is $600
Jun 3 - Jun 4
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
$279 nightly
The price is $319
Jun 5 - Jun 6
Total with taxes and fees
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
$615 nightly
The price is $700
Jun 11 - Jun 12
Total with taxes and fees
Great for Families! Brewster Home 6 Mi to Beach

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
$425 nightly
The price is $487
Jun 3 - Jun 4
Total with taxes and fees
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!
Dennis
8.6 out of 10, Excellent, (16 reviews)
"Room was as advertised, very close to the beach."
United States
Glen C.
$170 nightly
The price is $195
Jun 14 - Jun 15
Total with taxes and fees
Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

The Blue Crab Unit 7

The Blue Crab Unit 7
Harwich
9.6 out of 10, Exceptional, (15 reviews)
"Nice place, decent central location "
United States
hannah k.
$215 nightly
The price is $238
Jun 7 - Jun 8
Total with taxes and fees
The Blue Crab Unit 7

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
$572 nightly
The price is $655
Jun 4 - Jun 5
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
$317 nightly
The price is $363
Jun 7 - Jun 8
Total with taxes and fees
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
$489 nightly
The price is $560
Jun 3 - Jun 4
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Newly Renovated Hyannis Home w/ Fire Pit & Yard

Newly Renovated Hyannis Home w/ Fire Pit & Yard
Hyannis
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed our stay. Very clean and comfortable home. The communication with the owners was excellent. We would definitely visit again. "
United States
Shawn B.
$480 nightly
The price is $550
Jun 3 - Jun 4
Total with taxes and fees
Newly Renovated Hyannis Home w/ Fire Pit & Yard

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
$772 nightly
The price is $880
Jun 3 - Jun 4
Total with taxes and fees
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (64 reviews)
"Great location and very nice apartment"
United States
Phil M.
$362 nightly
The price is $423
Jun 3 - Jun 4
Total with taxes and fees
Quaint condo near private beach access with fireplace - close to dining

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
$350 nightly
The price is $401
Jun 15 - Jun 16
Total with taxes and fees
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (99 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
$429 nightly
The price is $491
Jun 17 - Jun 18
Total with taxes and fees
Eastham, Cape Cod - Town Cove Waterfront

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
$516 nightly
The price is $591
Jun 3 - Jun 4
Total with taxes and fees
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orleans Hotel Reviews

Find out more about Orleans

Everything you need to know about Orleans vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orleans vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orleans vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orleans vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orleans. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orleans in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $173 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orleans rentals

At Expedia, we put the best Orleans vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orleans rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orleans vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orleans. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, we offer vacation rentals in Orleans near Orleans Bowling Center, or you can choose a more secluded option if you're looking for extra privacy while you relax. Visitors to Orleans speak positively about the beaches and seafood restaurants in this destination. Make sure you have time to check out the baseball games and university setting during your trip.

What's the top vacation rental in Orleans?

Charming 3 bed room with magnificent views & large deck: Visitors like this Orleans vacation home rental. It is equipped with a patio, air-conditioning, and free WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a stovetop, a microwave, and an electric kettle, so you can cook with friends or family.

How many vacation rentals are there in Orleans?

Choose from 280 Expedia vacation rentals in Orleans for a memorable vacation.

What’s there to see and do in Orleans?

Orleans Bowling Center and Cape Escape Adventure Golf are a couple of family-friendly sights, whereas cultural attractions include French Cable Station Museum and Academy Playhouse. Cape Cod Beaches and Skaket Beach are other places to visit while you're in town.

What are vacation rentals like in Orleans?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Orleans. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.