Orleans Vacation Rentals

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Our top choices for Orleans vacation rentals

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.
The price is CA $2,831
CA $4,811 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (9 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is CA $260
CA $628 total
includes taxes & fees
Jun 22 - Jun 23
🌊The Ocean Cottage on Thumpertown Beach

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, (116 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $180
CA $459 total
includes taxes & fees
Jun 25 - Jun 26
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Seaside studio with amazing water views & private beach access across the street

Seaside studio with amazing water views & private beach access across the street
Truro
The price is CA $153
CA $557 total
includes taxes & fees
Jun 22 - Jun 23
Seaside studio with amazing water views & private beach access across the street

Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio
North Truro
The price is CA $150
CA $637 total
includes taxes & fees
Jun 22 - Jun 23
Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is CA $202
CA $514 total
includes taxes & fees
Jun 28 - Jun 29
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
10.0 out of 10, Exceptional, (1 review)
"Lovely spot on the water!"
United States
Elizabeth T.
The price is CA $207
CA $775 total
includes taxes & fees
Jun 24 - Jun 25
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is CA $232
CA $800 total
includes taxes & fees
Jul 15 - Jul 16
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

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.
The price is CA $270
CA $987 total
includes taxes & fees
Jun 29 - Jun 30
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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.
The price is CA $149
CA $689 total
includes taxes & fees
Jun 25 - Jun 26
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
Brewster
9.0 out of 10, Wonderful, (20 reviews)
"Facility was excellent"
United States
Joe K.
The price is CA $190
CA $790 total
includes taxes & fees
Jun 24 - Jun 25
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

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, (66 reviews)
"Great location and very nice apartment"
United States
Phil M.
The price is CA $153
CA $656 total
includes taxes & fees
Jun 23 - Jun 24
Quaint condo near private beach access with fireplace - close to dining

Dennis Beach House - Walk to Beach - Pet Friendly

Dennis Beach House - Walk to Beach - Pet Friendly
Dennis
8.0 out of 10, Very good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is CA $264
CA $623 total
includes taxes & fees
Jun 25 - Jun 26
Dennis Beach House - Walk to Beach - Pet Friendly

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (100 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is CA $350
CA $689 total
includes taxes & fees
Jun 23 - Jun 24
Eastham, Cape Cod - Town Cove Waterfront

Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
Driftwood Cottages - Crab

🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is CA $175
CA $471 total
includes taxes & fees
Jun 24 - Jun 25
🐳 The Whale Song - Dog-Friendly Studio

Family-Friendly Home! Walk to Sea Street Beach

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
7.0 out of 10, Good, (2 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
The price is CA $85
CA $457 total
includes taxes & fees
Jun 29 - Jun 30
Family-Friendly Home! Walk to Sea Street Beach

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
The price is CA $287
CA $667 total
includes taxes & fees
Jun 22 - Jun 23
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.8 out of 10, Excellent, (5 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is CA $241
CA $617 total
includes taxes & fees
Jun 22 - Jun 23
Charming 3 bed room with magnificent views & large deck

Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
Dennis
9.6 out of 10, Exceptional, (101 reviews)
"Had a great Cape Cod vacation. The location was perfect for our needs."
United States
Jessica M.
The price is CA $255
CA $509 total
includes taxes & fees
Jun 29 - Jun 30
Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orleans. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Cape Cod's "Beach Rose": Visitors like this Orleans vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Orleans?

Choose from 286 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.