50 Best Vacation Rentals in East Orleans - Holiday Lettings - Cabins

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81 Vacation rentals

50

Vacation home rental

Cape Cod / East Orleans

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Newly Renovated Luxury Waterfront Home, Kayak to Nauset Beach and Pochet Island! -Linens Included- (Rents from Saturday to Saturday in July and August) $8,500-$8,900/week PRIME SUMMER WEEKLY RATE Be one of the first to stay at this newly renovated luxury waterfront home …see more

from $572 / night

$4000 - $8900 / week

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from $572 / night

30

Vacation home in East Orleans

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
A HAVEN FOR EVERYONE in this Cape Cod 4 bedroom/2 bath home located in charming East Orleans. Imagine 4 SITTING ROOMS all with their own personalities! Breakfast on the sunporch and listen to the evening sounds in peace and tranquility WHILE kids play games and watch mo …see more

from $243 / night

$1700 - $2500 / week

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from $243 / night

29

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
This a lovely well kept home in East Orleans that sleeps eight very comfortably. It sits on a pretty lot in a quiet neighborhood just 1.8 miles fom Nauset Beach. There is a beautiful modern kitchen and dining area with updated stainless steel appliances and granite coun …see more

from $215 / night

$1500 - $3301 / week

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from $215 / night

15

Vacation home in East Orleans

Cape Cod / East Orleans

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning
This spacious home has it all - water views from almost every room, a short walk to Nauset beach and multiple decks to enjoy ocean views! The house is well equipped and furnished and offers great living space for a family vacation. With 5 bedrooms and 3.5 baths, this sp …see more

from $615 / night

$4300 - $5900 / week

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from $615 / night

(2) Very Good 

28

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
48 Nauset Road, East Orleans (ID#22262) ~ Nauset Heights 100 yards to Private Association Stairs 2017 Season! Nauset Heights home just 100 yards to the private association staircase to Nauset Beach on the Atlantic Ocean! This home includes a renovated kitchen and dining …see more

from $415 / night

$2900 - $4900 / week

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from $415 / night

21

Vacation home in East Orleans

Cape Cod / East Orleans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
RATES ADJUSTED -- NEW RATES SHOWN! Private & Pretty in Orleans, Views of Town Cove Fenced in Yard! (Rents Saturday - Saturday during peak season) Peak Summer Weekly Rates: $2,800 - $3,000 This meticulously maintained home sits in the desirable Tonset area of East Orlean …see more

from $350 / night

$1500 - $3000 / week

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from $350 / night

49

Vacation home rental

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Secluded and private location on Crystal lake in the heart of Orleans you have to see to believe. The interior features five bedrooms on the ground level and sleeps ten comfortably. There is a queen bed, a king size bed, two full, two twin beds and four bathrooms. Sever …see more

from $515 / night

$3600 - $4100 / week

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from $515 / night

23

East Orleans Vacation home rental

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Ask about pets
30 Chestnut is a bright, charming home in a private, wooded location only steps from a rustic beach on Little Pleasant Bay, where you can take evening walks or explore the shoreline in our double kayak. This is a quiet, serene environment with a large patio where you ca …see more

from $743 / night

$5200 / week

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from $743 / night

14

East Orleans Vacation home rental

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
This delightful cottage, just a half mile from Nauset Beach, is a great rental for beach lovers! This two bedroom one bath charmer is perfect for a couple or small family and boasts the most requested amenities such as Central A/C, wireless internet and cable. The deck …see more

from $129 / night

$900 - $1400 / week

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from $129 / night

35

Vacation home in East Orleans

Cape Cod / East Orleans

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Spacious Nauset Beach Home Sleeps 12+, 5 minute walk to beach, hot tub This HUGE home is nestled just off the Atlantic in East Orleans, under a half mile from famous Nauset Beach.  The spacious home boasts 4000 square feet and 3 levels of living space, 5 bedrooms and 5 …see more

from $572 / night

$4000 - $7300 / week

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from $572 / night

36

Vacation home with swimming pool in East Orleans

Cape Cod / East Orleans

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
Updated East Orleans 6 Bedroom Home with Pool (linens included) Peak Summer Weekly Rates: $8,200 - $8,900.  Rents Sunday to Sunday during peak season. JUST REDUCED! Final open week of 2017 peak season dropped to $6,900 (July 16th week) It's the best of all worlds at thi …see more

from $1100 / night

$5900 - $8900 / week

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from $1100 / night

(2) Very Good 

17

East Orleans Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
80 Briar Spring Road, East Orleans, MA (ID# 92949) ~ Close to Nauset Beach and Village of East Orleans 2017 Season! Charming Cape style home in wonderful East Orleans! Close to East Orleans Village and Nauset Beach! Updated and fully equipped eat-in Kitchen. Two first …see more

from $215 / night

$1500 - $2500 / week

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from $215 / night

(5) Very Good 

14

East Orleans Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
29 Greymoor, East Orleans MA (ID#18520) close to nauset Beach and East Orleans Village 2017 Season! Quite neighborhood nicely landscaped, beautifully decorated, bright contemporary CENTRAL AIR home with an open floor plan, and modern amenities Wonderful New Deck, and dr …see more

from $265 / night

$1850 - $2550 / week

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from $265 / night

(1) Excellent 

23

Vacation home in East Orleans

Cape Cod / East Orleans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Air conditioning
  • Pet friendly
This home was just purchased by a new owner and has all new bedding & furnishings! This property is a 5 minute drive to world-renowned Nauset Beach. The neighborhood itself offers many picturesque walks including access to Town Cove and many nearby conservation areas …see more

from $150 / night

$850 - $2795 / week

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from $150 / night

20

East Orleans Vacation home rental

Cape Cod / East Orleans

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This wonderful vacation home in the Pochet section of East Orleans offers breathtaking view of Pochet inlet and the Atlantic beyond. It offers an expansive deck for relaxing and enjoying the view and is just a short 10 minute walk to the Pochet Association foot bridge t …see more

from $458 / night

$3200 - $3400 / week

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from $458 / night

19

East Orleans Vacation home accommodation

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
9 Archer Lane, East Orleans (ID# 19110) ~ Pochet Association 2017 Season! Only 3 weeks left available 7/8-7/15, 7/29-8/5 and 8/26-9/2/2017 Wonderful home on Pochet Inlet in the Pochet Association with beautiful views & beach access! This charming 4 bedroom, 2.5 bath ho …see more

from $422 / night

$2950 - $4500 / week

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from $422 / night

20

East Orleans Vacation home rental

Cape Cod / East Orleans

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children
  • Air conditioning
Sea Fever 46 Nauset Road (ID #109209) ~ Oceanside five Bedroom Home ~ Nauset Heights Special price for the first two weeks in July. Sea Fever is a wonderful Nauset Heights vacation property just steps to Nauset Beach 50 yard to the stairs, and there are about 30 stair s …see more

from $279 / night

$1950 - $7500 / week

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from $279 / night

21

Vacation home in East Orleans

Cape Cod / East Orleans

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning
29 Nauset Road, East Orleans, MA (ID# 18082) ~ Nauset Heights 2017 Season! "The White Heron" is a wonderful and large Nauset Heights home just steps to Nauset Beach! Spectacular views of the ocean and gorgeous sunrises are enjoyed from every room and both decks! The mai …see more

from $643 / night

$4500 - $5900 / week

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from $643 / night

19

Vacation home in East Orleans

Cape Cod / East Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
51 Chickadee Lane, East Orleans 2017 Season! Beautiful East Orleans home with 3 Bedrooms, 2 1/2 baths, Central Air and Wi-Fi. Main level includes 2 nicely sized bedrooms, 1 1/2 baths, kitchen, dining, deck, living room with HD flat screen TV with cable, and fireplace. N …see more

from $172 / night

$1200 - $2000 / week

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from $172 / night

(1) Excellent 

21

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
97 Pochet Road, East Orleans MA (ID# 93127) Special for the week of 7/22-7/29, $2950/week! "Lucky Enough," a spacious and beautifully decorated, 4BR/2.5BA single level home is just a few minutes drive to Nauset Beach, E. Orleans Village, shopping, and local restaurants. …see more

from $415 / night

$2900 - $3450 / week

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from $415 / night

10

Home rental in East Orleans

Cape Cod / East Orleans

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Air conditioning
This cozy one bedroom cottage is bright and airy and a great getaway for any couple. The cottage has newer furniture, ductless a/c units that cool the entire property, new flat screen TV with cable and comfortable bedding with a recently renovated bathroom. There is a c …see more

from $215 / night

$1500 / week

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from $215 / night

(2) Excellent 

18

East Orleans Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
19 Pleasant View (ID#63001) Briar Springs close to Nauset Beach and Village of East Orleans 2017 Season! This 3 bedroom, 2 full bath East Orleans home combines numerous features for a wonderful vacation! Recent renovations include central air conditioning, new first & s …see more

from $236 / night

$1651 - $2450 / week

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from $236 / night

(2) Good 

18

East Orleans Vacation home rental

Cape Cod / East Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
10 Captain Curtis Way, Orleans (ID#18436) 2017 Season! Cute as a button with Seaside touches and well equipped for your Cape Cod Vacation! Located on a lovely, quiet street with easy access to Nauset Beach and the Village of East Orleans. Living/Dining/Kitchen Area is …see more

from $222 / night

$1551 / week

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from $222 / night

12

Vacation home in East Orleans

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This cozy 2 bedroom ranch sits on a wooded lot in the heart of East Orleans. It is located a short drive to Nauset beach as well as the restaurants and shops of East Orleans and Orleans Center. The 2 bedrooms feature a Queen and a brand new King respectively and the mai …see more

from $143 / night

$1000 - $1400 / week

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from $143 / night

(1) Excellent 

21

Home rental in East Orleans

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
15 Norsemans DR, East Orleans ( ID#64365) Millpond REDUCED RATE! WEEK OF 7/29-8/5 $4000/ WEEK! Tucked down a quiet street in the Mill Pond area of East Orleans, this pristine residence offers beauty and perfection inside and out. The stone walkway, pergola, rockwall, a …see more

from $429 / night

$3000 - $4500 / week

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from $429 / night

19

East Orleans Vacation home rental

Cape Cod / East Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Waterfront on Crystal Lake! 12 Megs Lane, Orleans Property ID: 108052 2017 Season! Waterfront on Crystal Lake with your own private beach for swimming, kayaking, stand-up paddle boarding and fishing! Down a private road in the woods you will feel that you have truly e …see more

from $272 / night

$1900 - $3101 / week

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from $272 / night

(3) Very Good 

24

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
170 Beach Rd. Cottontail Cottage #12, East Orleans,MA( ID# 37244) .5 mile to Nauset Beach 2017 Season! Located less than 1/2 mile from pristine Nauset Beach on the Atlantic Ocean, this cozy 4 Bedroom 2 Full Baths home has all the amenities for an excellent beach vacatio …see more

from $172 / night

$1200 - $2400 / week

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from $172 / night

21

Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
26 Tides End Lane, East Orleans MA (ID# 52984) 2017 Season! Waterfront home with private dock on Meetinghouse Pond and access to Pleasant Bay. Casual living with water views from almost every room. Picturesque grounds and a nice sunny porch is just about everything you …see more

from $300 / night

$2100 - $3500 / week

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from $300 / night

22

Vacation home in East Orleans

Cape Cod / East Orleans

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
6 Snow Shore Road, East Orleans (ID#122081) near Snow Shore Landing 2017 Season! Kayakers Heaven steps from Snow Shore Landing! Lovely home in East Orleans with all the bells and whistles. This home features a beautiful granite kitchen with stainless appliances, Centr …see more

from $258 / night

$1800 - $2950 / week

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from $258 / night

23

Vacation cottage in East Orleans

Cape Cod / East Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
12 Nauset Knolls, East Orleans MA (ID# 71341) 2/10 mile to Nauset Beach 2017 Season! Unique 3 bedroom home tucked in a wooded path to Nauset Beach. This home offers peeks of the Atlantic from the living room and small viewing deck and distant sounds of the Ocean. Also a …see more

from $250 / night

$1750 - $2000 / week

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from $250 / night

18

Vacation home in East Orleans

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
95 Nauset Heights Road (ID #18053) ~ Oceanfront Five Bedroom Home ~ Nauset Heights Area 2017 Season! Breath-taking, panoramic Atlantic views from Nauset Heights! A Classic Cape Cod Jewel. Rambling ocean front cottage boasts casual and comfortable charm. The ocean at y …see more

from $929 / night

$6500 - $8500 / week

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from $929 / night

16

Vacation home rental

Cape Cod / East Orleans

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
16 Primrose Lane East Orleans East Orleans (ID# 123468) Summer 2017! Close to Nauset Beach on the Atlantic Ocean this Old Cape Cod antique home in a quiet part of East Orleans. First floor master bedroom with full bath tub/shower. There is another bath, with a claw foot …see more

from $215 / night

$1500 - $1950 / week

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from $215 / night

19

East Orleans Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
14 Sages Way, East Orleans (ID# 119232) Mill Pond Area 2017 Season! Renovated cottage overlooking a scenic kettle pond in East Orleans! 3 bedrooms and 2 baths and all the amenties including AC units, WIFI and outdoor shower. Expansive deck to enjoy the views and for out …see more

from $215 / night

$1500 - $2150 / week

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from $215 / night

(2) Excellent 

19

East Orleans Vacation home rental

Cape Cod / East Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
ID# 40510, 10 Cedar Land Road, East Orleans 2017 Season! Everything you want in a vacation home and plenty of space for everyone to enjoy it! Wonderful level yard, deck and patio with sliders from both first floor family room and dining area complete the attractive outd …see more

from $300 / night

$2100 - $2900 / week

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from $300 / night

12

Home rental in East Orleans

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
160 Beach Rd, East Orleans.1/2 mile to Nauset Beach.(ID# 18239) 2017 Season! Adorable pine-paneled cottage just a short distance to Nauset Beach, East Orleans Village, restaurants, and shopping. Very well equipped, clean, and comfortable. French doors lead to a private …see more

from $129 / night

$900 - $1400 / week

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from $129 / night

16

Home rental in East Orleans

Cape Cod / East Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
35 Freeman Lane, East Orleans (ID# 38010) 2017 Season! Cape Cod Charm in East Orleans, with a sparkling new kitchen! Lovely yard with spacious lawns, beautiful landscaping in a completely private setting. Central A/C, lots of living area, and comfortable furnishings ad …see more

from $486 / night

$3400 / week

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from $486 / night

19

Vacation home in East Orleans

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
156 Pochet Road (ID #129929) ~ Pochet Association Three Bedroom Home ~ Pochet/Nauset Beach Area 2017 Season! Relax and unwind in a wonderful home in the Pochet Association of East Orleans where you have access to beautiful Nauset Beach and the Atlantic Ocean! Be carefr …see more

from $250 / night

$1750 - $3000 / week

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from $250 / night

23

Vacation home in East Orleans

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
Views of Nauset Beach from almost every room of this 5 BR/3 BA classic, wood filled Cape Cod home in Nauset Heights. A 3 minute walk to world-renowned Nauset Beach and easy walk to inland waters and beach of Nauset Cove. Large wrap-around deck with unobstructed views of …see more

from $357 / night

$4400 - $4700 / week

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from $357 / night

32

Home rental in East Orleans

Cape Cod / East Orleans

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Great location. Short walk down Beach Road to Nauset Beach, which many call the best Cape Cod beach. Spacious master bedroom on top floor. Beautiful view toward Nauset Beach from upper deck. Contemporary style. Beautiful lawn and plantings. East Orleans is part o …see more

from $321 / night

$2250 - $4500 / week

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from $321 / night

36

Home rental in East Orleans

Cape Cod / East Orleans

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Newer & Stunning in Orleans, Tonset Area, Sleeps 12 Peak Summer Weekly Rates: $6,900 - $7,500 (Rents Saturday to Saturday during peak season) JUST REDUCED: week of Aug 26th now $5,900! New for 2017 - all weekly rentals include access to Ocean Edge Resort and Golf Club. …see more

from $950 / night

$4500 - $7500 / week

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from $950 / night