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

Close

View larger map

East Orleans

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,768 Vacation rentals

15

Vacation home rental

Cape Cod / East Orleans

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
16 Primrose Lane East Orleans East Orleans (ID# 123468) Summer 2018! 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

$1,500 - $1,950 / week

Inquire View

from $215 / night

(2) Excellent 

19

East Orleans Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
19 Pleasant View (ID#63001) Briar Springs close to Nauset Beach and Village of East Orleans 2018 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

$1,650 - $2,450 / week

Inquire View

from $236 / night

(5) Excellent 

34

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
Historic 1860's antique Cape Cod home, perfect for groups or families with kids and/or pets! Located in the Pochet area of East Orleans and just a short distance to Nauset Beach, the charming village of East Orleans, and the clear, warm water at Crystal Lake! This Pet …see more

from $428 / night

$2,995 - $3,893 / week

Book View

from $428 / night

18

East Orleans Vacation home rental

Cape Cod / East Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Waterfront on Crystal Lake! 12 Megs Lane, Orleans Property ID: 108052 2018 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 $343 / night

$2,400 - $3,100 / week

Inquire View

from $343 / night

51

East Orleans Vacation home rental

Cape Cod / East Orleans

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
Custom Renovated Home, Heated Pool, Sleeps 10, Awesome Game Room Peak Summer Weekly Rate: $9,000-$9,500 (Rents Saturday - Saturday during July and August)   This custom renovated East Orleans home, provides the highest level of modern amenities in a great location close …see more

from $800 / night

$4,500 - $9,500 / week

Inquire View

from $800 / 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
Private & Pretty in Orleans, Views of Town Cove With a Fenced in Yard! Peak Weekly Rates $2,800 - $3,000 Rents Saturday - Saturday during peak season   This meticulously maintained home sits in the desirable Tonset area of East Orleans. Quiet and private with an expan …see more

from $185 / night

$1,200 - $3,000 / week

Inquire View

from $185 / night

32

Home rental in East Orleans

Cape Cod / East Orleans

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • 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 $642 / night

$4,500 / week

Book View

from $642 / 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
  • Child friendly
  • Air conditioning
  • Pet friendly
15 Norsemans DR, East Orleans ( ID#64365) Millpond 2018 Season $4500/week in season. PET FRIENDLY! 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, rockwal …see more

from $400 / night

$2,800 - $4,500 / week

Inquire View

from $400 / night

28

Vacation home in East Orleans

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
31 Fox Ridge East Orleans (ID#18334) Briar Springs-Barley Neck Area 2018 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 $322 / night

$2,250 / week

Inquire View

from $322 / night

27

Vacation home in East Orleans

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Classic Nauset Heights beach house, wraparound deck, sleeps 10 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 o …see more

from $357 / night

$1,900 - $5,300 / week

Inquire View

from $357 / night

(2) Very Good 

25

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
48 Nauset Road, East Orleans (ID#22262) ~ Nauset Heights 100 yards to Private Association Stairs 2018 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 $343 / night

$2,400 - $4,400 / week

Inquire View

from $343 / night

(1) Excellent 

32

Vacation home in East Orleans

Cape Cod / East Orleans

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Located on a side street that parallels the ocean, this beachy cape is set back from the road by a split rail fence and an immaculate stretch of lawn that puts distance between you and your neighbors. The back yard is equally expansive with natural landscaping that prov …see more

from $345 / night

$2,415 - $3,503 / week

Book View

from $345 / 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 views 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 …see more

from $486 / night

$3,400 / week

Book View

from $486 / 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
  • Child friendly
  • Air conditioning
170 Beach Rd. Cottontail Cottage #12, East Orleans,MA( ID# 37244) .5 mile to Nauset Beach 2018 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

$1,200 - $2,400 / week

Inquire View

from $172 / night

(2) Very Good 

21

Vacation home in East Orleans

Cape Cod / East Orleans

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
6 Bayberry Way, East Orleans MA (ID# 18591) Waterfront and Waterview on Meetinghouse Pond 2018 Season! Special reduced rate for the week of June 30th !! Kayak or Canoe- this is the perfect location! Water front on Meetinghouse Pond with access to The River and to Pleasa …see more

from $258 / night

$1,800 - $2,900 / week

Inquire View

from $258 / night

20

East Orleans Vacation home accommodation

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
9 Archer Lane, East Orleans (ID# 19110) ~ Pochet Association 2018 Season! Wonderful home on Pochet Inlet in the Pochet Association with beautiful views & beach access! This charming 4 bedroom, 2.5 bath home has lots of room and is located just down the road from the pri …see more

from $428 / night

$2,995 - $4,250 / week

Inquire View

from $428 / night

(1) Excellent 

15

Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
307 A Tonset Rd, East Orleans (ID#18968) 2018 Season! Bright and spacious ranch style home with an open floor plan boasting tiled floors, vaulted ceiling, berber carpets, and nice-to-work-in kitchen. Inviting furnishings and full amenities offer a comfortable stay. Quie …see more

from $229 / night

$1,600 - $2,175 / week

Inquire View

from $229 / night

(3) Excellent 

13

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
2 Greymoor Way, East Orleans ( ID# 18282) ~ 4 Bedroom 3 Bathroom ~ Near Nauset Beach and Village of East Orleans 2018 Season! A great vacation home with Nauset Beach just moments away! Enjoy the spacious open living, dining & kitchen area, wrap around deck, whirlpool t …see more

from $215 / night

$1,500 - $3,000 / week

Inquire View

from $215 / night

29

Home rental in East Orleans

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
One Woods Neck Rd, East Orleans (ID# 101173) ~ Pochet Association, private path to Nauset Beach 2018 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 $358 / night

$2,500 - $6,000 / week

Inquire View

from $358 / night

16

Home rental in East Orleans

Cape Cod / East Orleans

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
35 Freeman Lane, East Orleans (ID# 38010) 2018 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 $450 / night

$3,150 - $3,400 / week

Inquire View

from $450 / night

16

East Orleans Vacation home rental

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
10 Samoset Road, East Orleans (ID#28359) Close to Nauset Beach 2018 Season! This classic Cape Cod home reminds you of days gone by! Located in East Orleans, this traditional style home has a large livingroom, Sunroom and wonderful Backyard. Distant views of the ocean, t …see more

from $200 / night

$1,400 - $1,950 / week

Inquire View

from $200 / night

(1) Excellent 

22

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
97 Pochet Road, East Orleans MA (ID# 93127) 2018 "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. The family room, located in the finished …see more

from $428 / night

$2,990 - $3,450 / week

Inquire View

from $428 / night

16

Vacation cottage in East Orleans

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
59 Gibson Road Rear Cottage (ID# 18015) ~Central Air~ Town Cove Area ~ 2018 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 $250 / night

$1,750 - $1,850 / week

Inquire View

from $250 / night

21

Vacation home in East Orleans

Cape Cod / East Orleans

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Air conditioning
29 Nauset Road, East Orleans, MA (ID# 18082) ~ Nauset Heights 2018 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 $665 / night

$4,650 - $6,050 / week

Inquire View

from $665 / night

12

Home rental in East Orleans

Cape Cod / East Orleans

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
160 Beach Rd, East Orleans.1/2 mile to Nauset Beach.(ID# 18239) 2018 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 - $1,400 / week

Inquire View

from $129 / night

10

Vacation home in East Orleans

Cape Cod / East Orleans

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
6 Cedar Land Road, East Orleans (ID#18315) 2018 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 - $1,350 / week

Inquire View

from $129 / night

(1) Excellent 

29

Vacation home in East Orleans

Cape Cod / East Orleans

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This 6000 sq-ft luxury Estate is a gracious oasis of tranquility with mesmerizing views suitable for family vacations & executive corporate retreats. This luxurious estate features four large Master Bedroom Suites, Elevator, A dinning room that seats 16, Large Living Ro …see more

from $999 / night

$4,990 - $19,399 / week

Book View

from $999 / night

19

Vacation home in East Orleans

Cape Cod / East Orleans

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
156 Pochet Road (ID #129929) ~ Pochet Association Three Bedroom Home ~ Pochet/Nauset Beach Area 2018 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

$1,750 - $3,000 / week

Inquire View

from $250 / 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
  • Child friendly
  • Air conditioning
ID# 40510, 10 Cedar Land Road, East Orleans 2018 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 $415 / night

$2,900 - $3,100 / week

Inquire View

from $415 / night

37

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 5800 sq ft estate in Orleans, Tonset Area, Sleeps 12 Peak Summer Weekly Rates: $6,900 - $7,500 Rents Saturday to Saturday during peak season Linens Included Please click on the "Virtual Tour" to see a 3D tour of the home All weekly rentals include …see more

from $850 / night

$4,600 - $7,700 / week

Inquire View

from $850 / night

23

East Orleans Vacation home rental

Cape Cod / East Orleans

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 $1,786 / night

$12,500 / week

Book View

from $1,786 / night

22

Vacation cottage in East Orleans

Cape Cod / East Orleans

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
12 Nauset Knolls, East Orleans MA (ID# 71341) 2/10 mile to Nauset Beach 2018 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 $286 / night

$2,000 - $2,200 / week

Inquire View

from $286 / night

25

East Orleans Vacation home rental

Cape Cod / East Orleans

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Walk to beach, quintessential Cape Cod, pet friendly Nauset Heights Classic! 4 bedrooms, 2 bath with outdoor shower next to beach stairs. Quintessential Cape Cod - cozy, comfortable and a stone's throw from gorgeous inland waterways, world-renowned Nauset Beach and the …see more

from $450 / night

$1,000 - $3,700 / week

Inquire View

from $450 / night

17

East Orleans Vacation home rental

Cape Cod / East Orleans

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly
  • Air conditioning
Sea Fever 46 Nauset Road (ID #109209) ~ Oceanside five Bedroom Home ~ Nauset Heights 2018 Season! 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 steps to get down to the beach leve …see more

from $429 / night

$3,000 - $7,650 / week

Inquire View

from $429 / night

18

Vacation home in East Orleans

Cape Cod / East Orleans

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
95 Nauset Heights Road (ID #18053) ~ Oceanfront Five Bedroom Home ~ Nauset Heights Area 2018 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

$6,500 - $11,000 / week

Inquire View

from $929 / 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
  • Child friendly
  • 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 2018 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 $250 / night

$1,750 - $2,800 / week

Inquire View

from $250 / 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
  • Child friendly
  • Air conditioning
55 Barley Neck Rd (ID #131073) ~ Waterviews, Private Pool, Central A/C ~ Meetinghouse Pond 2018 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, new screen room and patio/out …see more

from $565 / night

$3,950 - $4,500 / week

Inquire View

from $565 / night

15

East Orleans Vacation home accommodation

Cape Cod / East Orleans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
6 Collins Lane, East Orleans -Property ID: 18233 2018 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

$1,650 - $1,850 / week

Inquire View

from $236 / 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
  • Child friendly
  • 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. A cozy living/ dining/ kitchen area with window AC units in the bedroo …see more

from $108 / night

$750 - $1,100 / week

Inquire View

from $108 / night

(1) Very Good 

11

Cottage rental in East Orleans

Cape Cod / East Orleans

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
170 Beach Rd Unit #11 (ID# 37246)~Oceanside one bedrom Cottontail Cottage~A/C Nauset Beach Area 2018 Season! This adorable one bedroom cottage is located less than 1/2 mile from beautiful Nauset Beach on the Atlantic Ocean! After a day of fun in the sun, gather in the o …see more

from $85 / night

$590 - $990 / week

Inquire View

from $85 / night