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

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85 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

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

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

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 - $3600 / week

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from $258 / 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 2017 Season! 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, and beautifully landscaped yard …see more

from $429 / night

$3000 - $4500 / week

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from $429 / 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 $315 / night

$1500 - $3000 / week

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from $315 / night

13

Cottage 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
Property ID: 119212 / Key #: 1032 / Property Name: 56 Nauset Road 2017 Season! Incredible waterfront property in Nauset Heights! Only two weeks left to rent July 15 and July 22, 2017! Wonderful front porch sits high on a bluff looking out to the Atlantic Ocean - Gorgeo …see more

from $715 / night

$5000 / week

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from $715 / 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

16

Vacation cottage in East Orleans

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
59 Gibson Road Rear Cottage (ID# 18015) ~Central Air~ Town Cove Area ~ 2017 Season! Every reservation includes 2 Lobsters and a Bottle of Wine Complementary! This recently renovated 2 bedroom, 1 bath cottage is nicely appointed in a prime East Orleans location, convenie …see more

from $236 / night

$1650 - $1795 / week

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from $236 / night

(1) Very Good 

8

Vacation cottage 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
Landers Lane, East Orleans MA (ID #18200) Close to Nauset Beach 2017 Season! This rustic cottage is located close to Nauset Beach (about 3/4 mile). The cottage offers simple decor and a screened in porch in a nestled in a very private setting. (There is no landline in …see more

from $79 / night

$550 - $750 / week

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from $79 / 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

(6) Very Good 

8

East Orleans Vacation cottage rental

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
41 Pochet Road, East Orleans (ID# 18558) ~ Two bedroom cottage ~ A/C ~ East Orleans~ WIFI 2017 Season! This perfect beach cottage loaded with charm is a great retreat after a long day at nearby Nauset Beach! 2 Bedrooms (1 Queen & 2 Twins) and 1 Bathroom plus an outdoor …see more

from $115 / night

$800 - $1100 / week

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from $115 / night

28

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
31 Fox Ridge East Orleans (ID#18334) Briar Springs-Barley Neck Area 2017 Season! This lovely L-shaped ranch with Central A/C is bright and airy. The kitchen, dining and spacious living area is an open floor plan with a cathedral ceiling. The three-season room off the …see more

from $315 / night

$2200 / week

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from $315 / night

27

East Orleans Vacation home rental

Cape Cod / East Orleans

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Pet friendly
Price Range $2500-$3200 Historic 1860's antique Cape Cod home with original features and charm, located in the Pochet area of East Orleans and just a short distance to Meeting House Pond, Uncle Harvey's Pond/Park, and a short drive to Nauset Beach! This home is set on o …see more

from $358 / night

$2500 - $3200 / week

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from $358 / 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 - $7301 / week

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from $572 / night

11

Vacation home in East Orleans

Cape Cod / East Orleans

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
6 Cedar Land Road, East Orleans (ID#18315) 2017 Season! Adorable home in East Orleans 6/10 mile to Nauset Beach with central air conditioning. This 2 bedroom/1 bath home features an open kitchen/living room and den/TV room leading to the deck and back yard. The bedroo …see more

from $129 / night

$900 - $1350 / week

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from $129 / 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

(4) Excellent 

12

Vacation cottage in East Orleans

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
88 Tonset Road, Orleans MA (ID# 18229) ~ Views of Town Cove 2017 Season! Waterfront on Town Cove on a bluff overlooking the water! 3 bedroom, 1 1/2 bath cottage with an air conditioning unit in the living area. Cute screened-in porch, outdoor shower, and a terrific deck …see more

from $270 / night

$1890 - $2100 / week

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from $270 / night

15

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
6 Collins Lane, East Orleans -Property ID: 18233 2017 Season! Gambrel home in a private wooded location convenient to East Orleans Village, shopping, and local restaurants! Open floor plan with a wonderful deck for outdoor dining. First floor includes living and dining …see more

from $236 / night

$1650 - $1800 / week

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from $236 / night

29

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
One Woods Neck Rd, East Orleans (ID# 101173) ~ Pochet Association, private path to Nauset Beach 2017 Season! Beautifully restored barn in the desirable Pochet Association area of East Orleans. The three-story living room has a dramatic fireplace that is the center of t …see more

from $572 / night

$4000 - $6000 / week

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from $572 / night

21

East Orleans Vacation home rental

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
8 Stony Island Way, Orleans MA (ID# 96304) 2017 Season! Waterfront on Woods Cove with views out to Nauset Marsh. A great launch site for canoes or kayaks to explore Nauset Marsh and the beach. 5 bedroom, 4.5 bath home in East Orleans on 2.5 acres adjacent to 5 acres of …see more

from $500 / night

$3500 - $4900 / week

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from $500 / night

(1) Excellent 

17

Home rental in East Orleans

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
29 Mill Pond Road, East Orleans, MA (ID#17988) 2017 Season! Wonderful vacation home in desirable Mill Pond area of East Orleans. Charming property with a nice floor plan that combines a newer addition with a classic Cape Cod cottage. Window A/C units in 2 larger bedroom …see more

from $229 / night

$1600 - $2000 / week

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from $229 / 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

(2) Very Good 

17

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
64 Great Oak Road, East Orleans (ID# 25528) 4 Bedroon 2 Bathroom Home near vwith tennis court near village of East Orleans and Nauset Beach 2017 Season! Just 1.5 miles to Nauset Beach on the Atlantic Ocean and close to the Village of East Orleans, this wonderful vacat …see more

from $258 / night

$1800 - $2800 / 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

(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

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

22

Vacation home in East Orleans

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
55 Barley Neck Rd (ID #131073) ~ Waterviews, Private Pool, Central A/C ~ Meetinghouse Pond 2017 Season! Sweet Retreat on Barley Neck in East Orleans! This bright and airy home has gentle slopping views of Meeting House Pond, a private pool, and is close to the town land …see more

from $600 / night

$4200 - $4500 / week

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from $600 / 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

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 $7,400 (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) 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

$1650 - $2450 / week

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from $236 / night

11

Vacation home in East Orleans

Cape Cod / East Orleans

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
170 Beach Road Unit 6 (ID# 39662)~ One Bedrom Cottontail Cottage~ A/C East Orleans 2017 Season! This cute unit is the right hand side of a duplex in a quaint cottage colony, Cottontail Cottages on Beach Road in East Orleans---less than 1/2 mile to Nauset Beach! Each sid …see more

from $85 / night

$590 - $990 / week

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from $85 / night

(1) Very Good 

18

Vacation home in East Orleans

Cape Cod / East Orleans

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
11 Surf Boat Lane, East Orleans MA (ID# 18338) ~ Nauset Heights 2017 Season! Casual living in Nauset Heights! Large contemporary 4BR/ 2.5BA home just .2 mile to famous Nauset Beach. Main level includes three bedrooms with full bath, living area with TV, dining, and kitc …see more

from $493 / night

$3450 / week

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from $493 / 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 - $3300 / week

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from $215 / night

21

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 Samoset Road, East Orleans (ID# 18911) ~ Close to Nauset Beach 2017 Season! Catch the panoramic views of the Atlantic Ocean from almost every room. Owner prefers two week rentals. The perfect retreat after a long day at nearby Nauset Beach. Reverse floor plan home a …see more

from $429 / night

$3000 - $4000 / week

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from $429 / 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

25

Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
101 Brick Hill Road, East Orleans (ID# 124107) Ocean Harbor Asociation 2017 Season! Attractive home in East Orleans in the Ocean Harbor Association with deeded access to Mill Pond (3/10 mile) and an association tennis court (1/10 mile). 1.4 miles to beautiful Nauset Bea …see more

from $172 / night

$1200 - $2800 / week

Inquire View

from $172 / night

(3) Good 

12

Home rental in East Orleans

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
30 Gibson Road, East Orleans ( ID# 26913) Cove Area 2017 Season! Classic Cape Cod ranch, waterfront on Town Cove! This rambling home is very spacious with two living areas and a dining room, 3 air conditioned bedrooms all on main level, and 3 bathrooms, one with tub/sho …see more

from $265 / night

$1850 / week

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from $265 / 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

(1) Excellent 

13

Vacation cottage in East Orleans

Cape Cod / East Orleans

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Air conditioning
6 Twitchknot Way (ID#18018) ~ Adorable one bedroom cottage in East Orleans ~ A/C This adorable East Orleans cottage is the perfect getaway for 2 people and is only 3/10s of a mile to Nauset Harbor. New kitchen in 2015! A cozy living/ dining/ kitchen area with window AC …see more

from $108 / night

$750 - $1100 / week

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from $108 / night

1