Vacation Rentals & Apartments in Orleans

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2,228 apartments

25

#505: Sounds of the roaring ocean lull you to sleep, 2min drive to Nauset Beach

Cape Cod / Orleans

Orleans house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$124

Price per night from

$124

49

100 Barley Neck Road

Cape Cod / Orleans

Orleans house

7 10 1 night min

  • 7 bedrooms
  • sleeps 10
  • 1 night min
  • Ask about children
  • Ask about pets

Price per night from

$464

Price per night from

$464

21

26 Tides End Lane 52984

Orleans / East Orleans

East Orleans house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$300

Price per night from

$300

(2) Average 

18

10 Captain Curtis Way 18436

Orleans / East Orleans

East Orleans house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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
…see more

Price per night from

$143

Price per night from

$143

10

6 Cedar Land Road 115317

Orleans / East Orleans

East Orleans house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$129

Price per night from

$129

47

Luxurious Orleans Home w/Private Salt Pool: 012-O

Cape Cod / Orleans

Orleans house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$1,101

Price per night from

$1,101

19

9 Archer Lane 19110

Orleans / East Orleans

East Orleans house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$428

Price per night from

$428

(3) Excellent 

10

17 Center Place 18374

Cape Cod / Orleans

Orleans cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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 reall
…see more

Price per night from

$86

Price per night from

$86

25

101 Brick Hill Road 124107

Orleans / East Orleans

East Orleans house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$171

Price per night from

$171

32

244 Tonset Road 125800

Cape Cod / Orleans

Orleans house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$257

Price per night from

$257

32

Contemporary Luxury Vacation Home

Orleans / East Orleans

East Orleans house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly

Price per night from

$737

Price per night from

$737

28

Walk to Barley Neck Landing, Dogs Welcome!

Cape Cod / Orleans

Orleans house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$200

Price per night from

$200

22

12 Nauset Knolls Lane 71341

Orleans / East Orleans

East Orleans cottage

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$271

Price per night from

$271

20

21 Manito Road 114251

Cape Cod / Orleans

Orleans house

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$279

Price per night from

$279

(1) Very Good 

10

Unit 11 37246

Orleans / East Orleans

East Orleans cottage

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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 alway
…see more

Price per night from

$136

Price per night from

$136

26

Near Town Cove and Town

Cape Cod / Orleans

Orleans house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$425

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$425

(2) Very Good 

21

6 Bayberry Way 18591

Orleans / East Orleans

East Orleans house

2 7 7 nights min

  • 2 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
“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 enou
…see more

Price per night from

$257

Price per night from

$257

(3) Excellent 

16

Rock Harbor Getaway

Cape Cod / Orleans

Orleans house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$258

Responds fast!
avg. 46 minutes

Price per night from

$258

(2) Very Good 

17

64 Great Oak Road 25528

Orleans / East Orleans

East Orleans house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
“Comfortable and well located -- tennis court a fun plus to your” We had a great stay, thoroughly enjoyed the tennis court after a day at the beach (or sometimes before). Great location for us, as it was close to Nauset, but not on the main road. Hou
…see more

Price per night from

$250

Price per night from

$250

(5) Very Good 

14

29 Greymoor Way 18520

Orleans / East Orleans

East Orleans house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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.
…see more

Price per night from

$264

Price per night from

$264

17

Luxury Waterfront Home With Heated Pool

Cape Cod / Orleans

Orleans house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,311

Price per night from

$1,311

24

#506: 200 yards to entrance of private association Beach. Roof Deck! Water Views

Cape Cod / Orleans

Orleans house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$229

Price per night from

$229

21

238 Tonset Road 113528

Cape Cod / Orleans

Orleans house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$300

Price per night from

$300

24

Walk to Skaket Beach

Cape Cod / Orleans

Orleans house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$474

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$474

28

#510: Updated and spacious home 5-min to Skaket Beach and downtown Orleans!

Cape Cod / Orleans

Orleans house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$118

Price per night from

$118

(1) Excellent 

31

#515: Brand New Renovation - private beach just 10-feet from Crystal Lake

Cape Cod / Orleans

Orleans house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$165

Price per night from

$165

17

Pleasant Bay - 3933

Cape Cod / Orleans

Orleans cottage

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$571

Price per night from

$571

29

Secluded East Orleans gem, close to Nauset Beach, sleeps 10 (linens incl): 089-O

Cape Cod / Orleans

Orleans house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$750

Price per night from

$750

(3) Very Good 

23

Main House 37244

Orleans / East Orleans

East Orleans house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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 va
…see more

Price per night from

$307

Price per night from

$307

(6) Excellent 

21

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

Orleans / East Orleans

East Orleans house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$340

Price per night from

$340

33

Meticulous Modern East Orleans Home, Water Views, Pets Considered; 018-OS

Cape Cod / Orleans

Orleans house

4 15 min stay varies

  • 4 bedrooms
  • sleeps 15
  • min stay varies
  • Child Friendly

Price per night from

$822

Price per night from

$822

21

16 PRIMROSE LANE 123468

Orleans / East Orleans

East Orleans house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$214

Price per night from

$214

14

28 Kings Way 95117

Cape Cod / Orleans

Orleans house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$200

Price per night from

$200

16

59 Gibson Road Rear Cottage 18015

Orleans / East Orleans

East Orleans cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$264

Price per night from

$264

(4) Excellent 

13

2 Greymoor Way 18282

Orleans / East Orleans

East Orleans house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
“Excellent” I have been renting 18282 for the past 8 years (at least 3 times a year) and, needless to say, I will keep coming back as long as I can. The employees at the Rental office, plus the owner, couldn't be nicer and more helpful. I wish I could
…see more

Price per night from

$214

Price per night from

$214

21

19 Uncle Harvey s Way 130652

Cape Cod / Orleans

Orleans house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$243

Price per night from

$243

25

Walk to Nauset Historic Home

Cape Cod / Orleans

Orleans house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children

Price per night from

$344

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$344

19

East Orleans Village Barn

Cape Cod / Orleans

Orleans house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children

Price per night from

$188

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$188

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.