Orleans Vacation Rentals

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Vacation Rentals in Orleans

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

10.0 out of 10, Exceptional, (12)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
The price is ¥260,244
¥453,559 total
includes taxes & fees
Jun 29 - Jun 30
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Cape Cod Sunscape.

10.0 out of 10, Exceptional, (15)
"The property was very nice and the host was very responsive. Would definitely stay there again."
The price is ¥76,338
¥146,114 total
includes taxes & fees
Jul 14 - Jul 15
Cape Cod Sunscape.

Chatham 3 Bedroom/2 Bath Retreat

9.0 out of 10, Wonderful, (43)
"Our family had a great experience. We would highly recommend this property"
The price is ¥72,325
¥131,779 total
includes taxes & fees
Jul 15 - Jul 16
Chatham 3 Bedroom/2 Bath Retreat

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

9.6 out of 10, Exceptional, (94)
"Great location"
The price is ¥50,025
¥116,919 total
includes taxes & fees
Jul 9 - Jul 10
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Jaws Nest~Dog Friendly~Oceanside Beauty

The price is ¥43,537
¥98,311 total
includes taxes & fees
Jul 7 - Jul 8
Jaws Nest~Dog Friendly~Oceanside Beauty

Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!

9.0 out of 10, Wonderful, (2)
"Nice, clean property. We all slept comfortably and had a great, fun stay at a quiet location. The hosts were very informative, kind and communicative. We will definitely be staying here in the future. Thank you again for a pleasurable experience from beginning to end!"
The price is ¥107,351
¥197,160 total
includes taxes & fees
Jun 30 - Jul 1
Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!

Newly Renovated Guest House For 10 Near The Beach!

10.0 out of 10, Exceptional, (3)
"Our stay in Harwich was exceptionally comfortable and convenient, ideal for a larger group or family. The multiple spacious bedrooms provided ample private space, complemented by the practical 2.5 baths. We particularly appreciated the expansive backyard, perfect for outdoor activities, and the generous parking—the driveway easily accommodated four cars, with extra space alongside for two more—making arrivals and departures stress-free. This property truly felt like a home away from home,...
The price is ¥78,241
¥158,250 total
includes taxes & fees
Jun 30 - Jul 1
Newly Renovated Guest House For 10 Near The Beach!

Pond House~Waterfront Oasis W/Jacuzzi Tub

10.0 out of 10, Exceptional, (6)
"We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay."
The price is ¥38,173
¥88,056 total
includes taxes & fees
Jul 1 - Jul 2
Pond House~Waterfront Oasis W/Jacuzzi Tub

Eastham is Cape Cod’s best kept secret!

9.8 out of 10, Exceptional, (7)
"This house is beautifully decorated, especially the main floor. The screened-in porch was so relaxing. We all enjoyed the pool and the lovely patio area surrounding it. The beds were all uncomfortable. The sheets on one of the beds were very dirty upon arrival. "
The price is ¥144,505
¥255,115 total
includes taxes & fees
Jul 15 - Jul 16
Eastham is Cape Cod’s best kept secret!

Gray Whale - 3 bedrm/2 bath/gameroom

The price is ¥65,701
¥127,815 total
includes taxes & fees
Jun 30 - Jul 1
Gray Whale - 3 bedrm/2 bath/gameroom

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

The price is ¥46,228
¥104,040 total
includes taxes & fees
Jun 29 - Jun 30
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

New! Sandy Point-Private beach/Dog Friendly

The price is ¥48,287
¥112,683 total
includes taxes & fees
Jun 30 - Jul 1
New! Sandy Point-Private beach/Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly

10.0 out of 10, Exceptional, (7)
"Quick winter getaway with another couple celebrating a birthday, also. Everything was perfect. The view was gorgeous.The house was adorable, even in the dead of winter.Can't even imagine how great it would be in the summertime."
The price is ¥153,957
¥243,915 total
includes taxes & fees
Jul 12 - Jul 13
Beachfront~Seaside Sea-duction-Dog Friendly

Ebb Tide~3b/2b and dog friendly for 2-10

10.0 out of 10, Exceptional, (1)
"Great stay. Kind extra touches of hospitality appreciated!"
Ebb Tide~3b/2b and dog friendly for 2-10

🐚Shell City on Lt Island

9.4 out of 10, Exceptional, (6)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
The price is ¥80,780
¥159,005 total
includes taxes & fees
Jul 18 - Jul 19
🐚Shell City on Lt Island

New! High Tide Hideaway: Waterfront/Dog-Friendly

10.0 out of 10, Exceptional, (2)
"We had a lovely stay at the Hideaway beach front property! This property is in a breathtaking location, with gorgeous views from the house and deck, along with easy access to the beach for leisurely walks and sunset views. We were so happy to be able to bring our dog along , he absolutely loved it as well! Very easy check in/out process, along with easy and personable communication with our host! Thank you, Tara, we would definitely recommend and would love to come back!"
The price is ¥66,050
¥152,577 total
includes taxes & fees
Jul 1 - Jul 2
New! High Tide Hideaway: Waterfront/Dog-Friendly

Luxe Lakefront Retreat ★ Sauna ★ Media Rm ★ Kayaks ★ Bikes ★ Steps to Bike-Path★

The price is ¥109,881
¥200,387 total
includes taxes & fees
Jul 17 - Jul 18
Luxe Lakefront Retreat ★ Sauna ★ Media Rm ★ Kayaks ★ Bikes ★ Steps to Bike-Path★

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

9.6 out of 10, Exceptional, (40)
"We enjoyed everything about our stay. Charming house, great location. Looking forward to staying there again in the future."
The price is ¥22,121
¥85,983 total
includes taxes & fees
Jun 30 - Jul 1
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

The price is ¥73,736
¥123,112 total
includes taxes & fees
Jul 9 - Jul 10
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

By the Sea Guests Bed and Breakfast and Suites - Elenis' Suite

The price is ¥87,332
¥114,189 total
includes taxes & fees
Jun 29 - Jun 30
By the Sea Guests Bed and Breakfast and Suites - Elenis' Suite
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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Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, we offer vacation rentals in Orleans near Cape Escape Adventure Golf, 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?

Walk To Beach - Comfortable 2BR Cottage: You might want to consider this vacation home rental near Orleans, which is located near the beach and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a private yard.

How many vacation rentals are there in Orleans?

Choose from 304 Expedia vacation rentals in Orleans for a memorable vacation.

What’s there to see and do in Orleans?

Cape Escape Adventure Golf and Orleans Bowling Center are a couple of family-friendly sights, whereas cultural attractions include French Cable Station Museum and Academy Playhouse. Skaket Beach and Nauset 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.