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Vacation Rentals & Apartments in Orleans

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1,273 apartments

6 Cedar Land Road 115317

East Orleans house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$129

10 Captain Curtis Way 18436

East Orleans house

3 bedrooms / 2 bathrooms / sleeps 8

“Great location, Nice cottage” We really enjoyed our stay. The bedrooms were large and the layout of the cottage was perfect. We also enjoyed the 2 bathrooms plus the outdoor shower. The sleeper sofa was not good. We had at one point 8 of us so we had to use the sleeper. Not comfortable at all. The furniture was not very comfortable either but we weren't at the cottage all that often. Also there is about a 1 inch step up from the entry way to the living room and I fell and skinned my knee. Everyone kept tripping on it.

Price per night from

$243

Unit 11 37246

East Orleans cottage

1 bedroom / 1 bathroom / sleeps 4

“Great location” We have rented this home or the adjoining big house every summer for over 25 years. We love the location and the owner takes great care of this property. This particular cottage is modest in size as well as amenities, but it is always clean and well kept. When we did have issues, the owner was very quick to react.

Price per night from

$128

#505: Walk to Nauset Beach! Private yard & large private patio!

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

Price per night from

$138

17 Center Place 18374

Orleans cottage

2 bedrooms / / sleeps 4

“Had a wondrful August.” Our stay at 17 Circle in Orleans was wonderful. The cottage is small, but the location on Borland pond in Orleans is wonderful. You are close to everything in Orleans, but far enough away from the hustle and bustle. We really hope that the owner rents the cottage again in 2010. The coattage is nicely appointed. The only amenity missing is a clothes washer/dryer.

Price per night from

$150

6 Bayberry Way 18591

East Orleans house

2 bedrooms / 3 bathrooms / sleeps 7

“Setting on a salt water pond was special” House was impeccable and comfortable. The setting was worth athousand words. At Christmas the owners even put up Christmas lights on the deck overlooking the pond. The kitchen was well equipped except not enough wine glasses. Any maintainance problems were quickly solved. It could have had cozier carpeting and better lighting for reading. Other than that, the decorating was simple and in good taste.

Price per night from

$257

9 Archer Lane 19110

East Orleans house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$428

26 Tides End Lane 52984

East Orleans house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$300

#506: Steps to Private Neighborhood Beach! Roof Deck w/ Views, Large Yard!

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

Price per night from

$279

59 Gibson Road Rear Cottage 18015

East Orleans cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$268

244 Tonset Road 125800

Orleans house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$257

29 Greymoor Way 18520

East Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

“Nausett Beach Closed due to Piping Plovers” Love the house but for two years in a row the beach has been closed due to birds. It is very stressful to book a house and not be able to enjoy the beach that is close by.

Price per night from

$279

238 Tonset Road 113528

Orleans house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$314

Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream

East Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$368

101 Brick Hill Road 124107

East Orleans house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$171

95 Nauset Heights Road 18053

East Orleans house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$929

5 Blueberry Island Road 18404

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$279

#515: Private beach just 10 feet from Crystal Lake! Brand new renovation!

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

Price per night from

$252

21 Manito Road 114251

Orleans house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$221

Luxury Waterfront Home With Heated Pool

Orleans house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,306

Beautiful Cape Cod vacation home with brand new pool

East Orleans house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$2,057

Main House 37244

East Orleans house

4 bedrooms / 2 bathrooms / sleeps 8

“Super house!” We loved the location, cost, and the fact that this is a house with all the comforts of home. Lots of space for the kids to spread out (they slept on different floors!); dishwasher, microwave, and full fridge; washer and dryer = easy vacation. We also liked going home with suitcases of clean clothes since we did laundry during our stay and before leaving (and it was great to come for a week without having to pack clothes for two!). Nice short walk to beach or drive into town.

Price per night from

$299

12 Nauset Knolls Lane 71341

East Orleans cottage

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$286

8 Stony Island Way 96304

East Orleans house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$700

27 Pond Road 22347

Orleans house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$314

Landers Lane 18200

East Orleans cottage

2 bedrooms / 1 bathroom / sleeps 4

“At the beach!” This house fit all my needs.It was near the beach,not too expensive,quiet and private.The only negative that I come up with is that the living room furniture was uncomfortable.

Price per night from

$86

One Woods Neck Road 101173

East Orleans house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$429

10 Cedar Land Road 40510

East Orleans house

4 bedrooms / 3 bathrooms / sleeps 10

“Our stay at the Wedding House.” I call it the wedding house because we first rented it in 2007 for my daughter's wedding on the cape. Last summer we rented and had a lovely time again. We had enough room for our family to join us. The house was neat as a pin. The yard was lovely and a wonderful place to eat or just enjoy a book. We enjoyed being close to Nauset beach and went there every morning. We also went to Skaket at night to see the sunsets. When we had trouble with the AC the agency and Shawn were there immediately. We are looking forward to renting again.

Price per night from

$421

Walk to Skaket Beach

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

Price per night from

$527

14 Captains Row 132848

Orleans house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$271

Peaceful Views and Lakefront Living on Crystal Lake

Orleans apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

Price per night from

$282

51 Chickadee Lane 106924

East Orleans house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$214

Unit #5 39659

East Orleans house

1 bedroom / 1 bathroom / sleeps 4

“great spot” Have stayed here every year for about 30 years! My parents rented it when I was young.Very nice cottage-has everything you need.Neat and clean. Great new kitchen!Great location. Close to Nauset Beach at the ocean and various boat launch sites if you need them. Also w/in 10 minutes from Skaket Beach and Rock Harbor on the Bay.

Price per night from

$99

Beautifully appointed house near Skaket Beach.

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 43 minutes

Price per night from

$436

14 Iyanough Road 80840

East Orleans house

2 bedrooms / 1 bathroom / sleeps 4

“Orleans vacation home” This is a newly-renovated, newly-furnished home & was supplied with all the 'amenities' of home!! We enjoyed our stay & the location. The owner of the property thought of everything for our comfort!! May I respectfully suggest to the Realty staff to let customers know they can check out by putting their key in the box at the office. We didn't see it & were waiting around for the office to open at 9:00 a.m. We called & the very nice answering service woman told us we could drop off the key.

Price per night from

$171

21 Nauset Road 18461

East Orleans house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$329

Walk to Nauset Historic Home

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

Price per night from

$360

19 Uncle Harvey s Way 130652

Orleans house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$243

Viewing 38 of 1,273
rentals in Orleans

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About Orleans

Known for its whaling and fishing heritage, Cape Cod is a beautiful coastal stretch of grassy dunes, marshland, quaint villages, rocky promontories, and refuge areas for migratory birds, seals, and other wildlife. The area around Orleans offers many attractions for visitors, even during the heart of the New England winter. The romance and history of this place rival its appeal as a beachy family vacation destination. With its museums, historical sites, world-class seafood restaurants, and charming shopping districts, Cape Cod offers everything you're looking for in a vacation. While you are here, tour the restored lighthouses, explore the bird refuges and national parks, relax in a spa, go tidepooling, build a sandcastle, and read a paperback on the beach.

Here are a few additional suggestions of things to do in the area:

  • Take a whale watching tour: Experience a close encounter with marine animals in their natural habitat. Many of the best dolphin and whale watching excursions leave from the harbor in Provincetown.
  • Visit Young's Fish Market: Located in the heart of Orleans, Young's Fish Market offers some of the best and freshest seafood you'll find anywhere in the country.
  • Explore the Cape Cod Rail Trail: Hike, bike, and stop to enjoy the delicious restaurants along the 25 mile Cape Cod railroad turned hiking trail between Dennis and Wellfleet.
  • Take an evening boat tour: Watch the sunset from the deck of the Schooner Bay Lady II, or rent a boat from Provincetown harbor and be your own tour guide.
  • Explore the museums and gardens of Sandwich: Visit the art and history museums or stroll the 70 acres of beautiful gardens at the Heritage Park in Sandwich.
  • See a live music performance at the Cape Cod Melody Tent in Hyannis: This venue is a wonderfully intimate way to experience live music during the summer.

Plan your family reunion in Orleans or come here for a secluded romantic getaway. No matter what time of year you intend to arrive in Orleans, you'll easily be able to find a vacation rental that meets your needs. Reserve a beach house on the coast with views of the Atlantic Ocean, or find a stylish condo or apartment close to Cape Cod Bay.

Top Destination reviews

Path to Skaket Beach
Fantastic Time!

We had an absolutely fantastic time here! We had our 3 adult children and their spouses and our granddaughter with us. The beach is beautiful and could be walked to very easily even with a 2 year old. The house had so much room for all of us and included everything we needed. There are beautiful views from the back 2 porches. We also enjoyed cooking and eating and just hanging out there. The house was very private. This house and it's location was just perfect for us! We had the best time!see more
Cape Cod ~Cozy Relaxing Vacation Apt.
Lovely apartment in Orleans

My husband and I enjoyed the peaceful surroundings of this apartment. Well equipped with everything you need on vacation. Val, the owner, is very helpful and lives on the property, but we had plenty of privacy. We loved the beaches, bike trails and restaurants. … see more
3 BR Waterfront Condo on Cape Cod Bay at Skaket Beach, Orleans MA
old timers/friends

We love this picture, who took it? :) The view is beyond compare. What service? We hope to see you both next year. Ps. The umbrella is a must for Seniors. Thanks again for lunch. … see more
Charming Cape Cod Home
Loved the view and the quietness

I would definitely rent this property again . The location was perfect saw some wildlife like deer foxes and bunnies. At night you could see millions of stars which I don't see at home. … see more
Cozy Cottage Overlooking Rock Harbor Creek
What a gem!

This lovely cottage has been our favorite place to stay on the cape for the past three years. Beautifully decorated and very clean. We love listening to the birds in the morning while having our coffee. Rock Harbor close by and great for kayaking and hanging out on the beach. We look forward to returning this summer.see more
A Private Sunny Gem
Wonderful house in Orleans~~

Beach Road Vacations were wonderful to deal with! Very professional and helpful. They helped me find the perfect place to stay~~ The home was great! Private and beautifully landscaped! Outdoor shower was perfect, grill and deck seating were awesome!! Inside had everything needed and was very clean and so nicely decorated!! My boys wanted to stay and live there forever!! If we vacation again in Orleans, this would be the place I would rent!!see more

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