Orleans Vacation Rentals, Homes, & More

Orleans (209) Filter Cancel

1-50 of 209 Orleans Rentals

Sort:
1  2  3  4  5 
Magnificent Salt Waterfront Estate, Heated Pool, Cool A/C
1 / 21

Orleans Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 13
Home / 5 Bedrooms / Sleeps 13

from

$575

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:13
Type:Home
Per night:$575 - $1,000
Per month:$17,250 - $30,000
Pets allowed:No
Internet:Yes

Floor Plans, 101 Reviews and Pictures await you at the site: Briar Point Properties. This is East Orleans' premier rental estate; now review rated #1 on Cape Cod for luxury lodging! The privacy and stunning views of the Atlantic Ocean, Nauset Beach and Pochet Island combine to...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(1)“ Excellent ”1 Review

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$145
Per month:$4,350
Pets allowed:No
Internet:Yes

Bright, open, contemporary post & beam "barn" with lots of glass on a wooded lot. Short walk to Baker's Pond and Higgins Pond and 600 acre Nickerson State Park. Cozy and comfortable with a mix of antiques and contemporary furnishings. Perfect location for mountain biking, hiking,...

See more

Close x

Lovely, calm place

“ Excellent ”
July 2, 2014
We had a wonderful time- the barn, and the lofted bed, were perfect!
Michael West, New Haven, CT

See all reviews

Close x

11 Freeman Lane
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$175
Per month:$5,250
Pets allowed:No
Internet:Yes

Floor plans, 90 Reviews and a full pictorial coverage of 11 Freeman Lane await your viewing on our site: Briar Point Properties. Open your door and walk to Nauset Harbor Beach for a swim, spectacular Atlantic Ocean views and a vista of the Orleans fishing fleet at anchor. This popular...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 47

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

1Q, 2F, 3BB SKAKET BEACH is just 7/10th or 3/10ths of a mile away via path at Willie Atwood Rd and Bike trail from this splendid home! ~ This 4 bedroom home is set on almost an acre of land down a sand lane, steps from Cape Cod Bay and the Cape Cod Rail Trail for memorable vacations....

See more

Close x

1 / 8

Orleans Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$215 - $572
Per week:$1,500 - $4,000
Pets allowed:No
Internet:Yes

A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over...

See more

Close x

View From Deck
1 / 19

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$929

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$929
Per week:$6,500
Pets allowed:No
Internet:Yes

Stunning four bedroom, 3, 000 Square Foot home on Town Cove in Orleans, Massachusetts. Incredible views from almost every room in the house. Five 8 foot sliding glass doors with screens open onto deck or balcony facing the Cove. Just renovated, new Deck overlooking Town Cove, ...

See more

Close x

Family vacation

“ Excellent ”
September 5, 2011
Great house, well appointed and very well kept with excellant views - being located in the middle of the cape is also a plus.We would stay at this house again, we all had a great time
Jim OConnor, Southampton PA

See all reviews

Close x

View from the beach to the house.
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$443

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$443 - $979
Per week:$3,100 - $6,850
Pets allowed:No
Internet:Yes

Spectacular beach front home perfectly located between Skaket Beach and Rock Harbor. Swim in the Bay or float the "lazy river" of Little Namskaket Creek as the waters ebb and flow with the tides. Beach and creek are ideal for kids and steps away from your house! Relax on the expansive...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(13)“ Excellent ”13 Reviews

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150
Per week:$850 - $2,100
Pets allowed:No
Internet:Yes

Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private road and 150 foot driveway opens into a large backyard, surrounded by privacy, tall Cape Cod pines and colorful flower beds. [NOTE TO ALL INQUIRERS - PLEASE SEE THE HOUSE'S...

See more

Close x

Great escape!

“ Excellent ”
September 2, 2014
A secluded ideal vacation location. Close to the beach and all Orleans has to offer, yet a private setting with amenities to please. Well built home that offers an open floor plan and plenty of space to spread out.
Mary Stott, Medway, MA USA

See all reviews

Close x

dining room view at high tide
1 / 20

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

(3)“ Poor ”3 Reviews

Bedrooms:4
Bathrooms:3.5
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Welcome to Mallard View Estate. Perched at the edge of a huge pristine salt marsh, this 3000 sq foot ocean- view estate is less than 1 mile to center of town, Skaket Beach, Rock Harbor, and bike bath. Fabulous secluded location at the end of a quiet cul- de sac in an exclusive...

See more

Close x

Worst property I have rented.

“ Poor ”
December 5, 2009
I rented this property for a fmaily vacation and I cant begin to describe how poor the whole experience was. Save your money and rent elsewhere. The house was not cleaned upon arrival, and was in a general state of disrepair. There were missing screens on many windows(inexcusable in the middle of summer. The house wreaked of fish. The basement was musty to the point it was unlivable, forcing adults to share the upstairs bedroom or sleep on floors. Many appliances did not work properly including dehumidifier and dishwasher. Even worse, the owner was unresponsive and dishonest. He kept our security deposit, accusing us of causing damage, and never returned any phone calls or emails to clarify why. Save yourself the hassle and the money and rent elsewhere on the cape.
J, New England

See all reviews

Close x

East Orleans Vacation home is perfect for your large family.
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Home
Per night:$429 - $643
Per week:$3,000 - $4,500
Pets allowed:No
Internet:Yes

You will find that all your expectations are exceeded in this custom built Cape vacation dream home. The front door opens to an inviting and airy foyer complete with nautical décor and powder room. To the right you enter the large living room with ample seating and flat screen TV...

See more

Close x

Exceptional secluded home in South Orleans offers tranquil views of Pleasant Bay and has been meticulously furnished and outfitted to create an upscale, relaxing experience.
1 / 40

Orleans Home
5 Bedrooms / 7 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$779

/ night

Email Owner
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Home
Per night:$779
Per week:$5,450
Pets allowed:No
Internet:No

$5, 450 PRIME SUMMER WEEKLY RATENestled in the woods of South Orleans on Pleasant Bay on 6. 5 acres, this gorgeous home is a luxurious way to vacation on the lower Cape. The home has over 5000 square feet of living space, 5 bedrooms, 6 full baths, and 1 half bath. Three of the...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 25

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:9
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:Yes
Internet:Yes

Charming Cape Cod Antique in the Weeset area of East Orleans. There are many unusual and exciting elements to this rental. The owner is offering the use of a four- wheel drive vehicle to a two or more week reservation with access to both drive- on beaches at Nauset. The tenant must...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$315
Per week:$2,200
Pets allowed:No
Internet:Yes

12 Heritage DriveLovely, spacious colonial home near Pah Wah Pond and equidistant to Nauset Beach or Skaket Beach and centrally located to Pleasant Bay, Chatham and National Seashore Beaches. A gorgeous kitchen with stainless appliances and granite counters opens to a spacious dining...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 43

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:8
Type:Home
Per night:$272
Per week:$1,900
Pets allowed:No
Internet:No

Nice 2 bedroom, 1. 5 bath home so close you can walk to your own private association beach on Pleasant bay. When you walk in the front door you go up a few stairs to get to the main level. The first level has a nice living room/dining room, a galley kitchen, and a relaxing 3 season...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$400 - $515
Per week:$2,800 - $3,600
Pets allowed:No
Internet:No

Wonderful custom home with all the amenities- - only a half- mile from Pah Wah Pond and its conservation area that leads out to a beach on Little Pleasant Bay. Built in 2011, this air- conditioned 3200- sq. ft. upscale home has excellent accommodations for 8 guests with 2 master...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$179

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$179 - $272
Per week:$1,250 - $1,900
Pets allowed:No
Internet:No

WATERFRONT COTTAGE! Nestled on two acres in Mayflower Point is this absolutely lovely, newly renovated cottage. Light and bright with cottage character throughout, painted exposed beams, skylights and glorious views out to Pleasant Bay. Take the path to the water to kayak or canoe,...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$136
Per week:$950
Pets allowed:No
Internet:No

Lovely sunlit 2nd floor apartment (1 of 2) in quiet location above a 2- person law office. Located in Orleans Village in the center of town, yet tucked in a quiet area surrounded by a lovely white fence. Built in 2002 this unit began renting in 2008. Comfortable furnishings and amenities,...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $400
Per week:$2,000 - $2,800
Pets allowed:No
Internet:No

NEW LISTING! Newly renovated sprawling ranch home located in the beautiful Briar Springs area of East Orleans. The highlights of this lovely, bright and open home are its spacious great room with vaulted ceiling whichs leads out to a large deck, a separate living/dining area, ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 22

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$258

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:No
Internet:No

Built in 2013, this beautiful home abuts conservation land and sits at the end of a cul de sac offering great peace and quiet for your vacation. The interior is clean and nicely decorated and offers amenities like Wifi, cable tv and Central A/C. The first floor has an open modern...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$400
Per week:$2,800
Pets allowed:No
Internet:Yes

Under 1 mile to Skaket BeachJust under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath home on the bayside of Orleans! Spacious home with all of the desired amenities. Convenient to the bike trail, shopping, and beaches. Main level includes living area, dining room,...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$479

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$479 - $515
Per week:$3,350 - $3,600
Pets allowed:No
Internet:Yes

15 Mill Pond Road, Orleans, MABeautifully decorated home in the desirable Mill Pond area and with central air! . This comfortable home has an updated ktichen with new appliances, countertops, and flooring. Gorgeous Great Room with Cathedral Ceiling and "46 inch TV, leads to a...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$543

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$543
Per week:$3,800
Pets allowed:No
Internet:No

Wonderful East Orleans Cape on nearly an acre of woodland. Set back from a cul- de- sac, this very private upscale home offers great amenities for 8 guests. Family room, kitchen, half- bath, living and dining rooms plus master suite are all on the main level, which opens to a...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $486
Per week:$2,000 - $3,400
Pets allowed:No
Internet:Yes

27 Pond Road, OrleansNestled on a private 1. 5- acre wooded lot, this charming and newly constructed home combines comfort with gracious living! The large kitchen features high- end appliances, marble counters, breakfast booth with bay windows and opens to the dining area and...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 15

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$350 - $408
Per week:$2,450 - $2,850
Pets allowed:No
Internet:Yes

Property ID: 18543 / Key #: 183 / Property Name: 26 Winslow DriveLocated in South Orleans and close to Chatham for shopping and dining! This home is less than ½ mile to the beaches on Pleasant Bay and overlooks scenic Uncle Seth’s Pond. This contemporary home with an abundance...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$200

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $286
Per week:$1,400 - $2,000
Pets allowed:No
Internet:Yes

41 Chestnut Drive - Waterfont on Pleasant Bay! Spend your vacation on a bluff overlooking Pleasant Bay! For those nature lovers who like total privacy, this contemporary beach house provides easy access by path to a private beach that is wonderful for windsurfers and sailors. ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $243
Per week:$1,200 - $1,700
Pets allowed:No
Internet:Yes

Property ID: 107082 / Key #: 1128 / Property Name: 13 Longview DrOnly minutes to Bakers Pond for the fresh water enthusiast. A few minutes Drive to Nauset and Skaket beaches! Sleeping 8, this charming 4 bedroom, 2 bath home is located on a quiet residential street and is near shopping,...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:Yes
Internet:Yes

130 Portanimicut Rd, Orleans MAKayakers heaven! Spacious 3 bedroom - 3 bath home steps from a landing on Pleasant Bay. Two levels of living includes 2 master bedrooms- one with a small deck. Main level has newer kitchen with granite countertops and open fire- placed living area...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$236 - $300
Per week:$1,650 - $2,100
Pets allowed:No
Internet:Yes

22 Uncle Vicks Way, Orleans, MAA charming Cape ranch located close to town and the East Orleans Village. This home offers a lovely private setting, nice country furnishings and a lower level family room. Ideal vacation home with 3 bedrooms and 2 bathrooms and just a short drive...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $254
Per week:$1,500 - $1,775
Pets allowed:No
Internet:Yes

5 Blueberry Island Road, Orleans, MABright and spacious home just a short distance to Cape Cod Bay and Skaket Beach! This wonderful home provides all amenities and has cathedral ceilings in the living, dining and kitchen areas. 3 Bedrooms (2 Queens, 2 Twins) and 2 Baths. 2 WEEK...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 3 Bedrooms / Sleeps 5

(2)“ Very Good ”2 Reviews

from

$108

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$108 - $143
Per week:$750 - $1,000
Pets allowed:No
Internet:No

Property ID: 18392 / Key #: 419 / Property Name: 8 Hofe RoadSpacious ranch minutes away from Skaket Beach and the Cape Cod Rail Trail! Sliders lead from the dining area to a large shaded deck which overlooks a private yard. This home has 3 Bedrooms (1 King & 4 Twins) and 2 baths....

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$125 - $333
Per week:$875 - $2,325
Pets allowed:No
Internet:Yes

Lovely 3 Bedroom home with a beautiful private yard just 1 mile to Skaket Beach or 3 miles to Nauset. All the extras you would want in a home including wireless internet, washer and dryer, air conditioning and an outdoor shower! Bedrooms 1 and 2 both offer a queen size bed. An ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158 - $172
Per week:$1,100 - $1,200
Pets allowed:No
Internet:Yes

Lovely three bedroom contemporary Cape with an open floor plan located in a private cul de sac neighborhood. Features wireless internet, deck and private outdoor shower and is near the bike trail. Two bedrooms are on the first floor. One with a trundle bed and the other with two ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 30

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$215
Per week:$1,500
Pets allowed:No
Internet:Yes

Cosy, welcoming home in South Eastham. Our traditional Cape Cod house features 4 bedrooms, 2 baths, and a fully finished basement with easy access to beaches, the Cape Cod Bike Trail, shopping and restaurants. Three bedrooms and the living room have window A/C units. We are on...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:Yes

Spotless home in a lovely quiet setting near the bike path. There are two living spaces and a first floor laundry and half bath. The first floor bedroom has a queen size bed. On the second floor there are two bedrooms with a queen bed and two twin beds and a full bath. Large two level...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 15

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$543

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$543
Per week:$3,800
Pets allowed:No
Internet:Yes

As you wind down the long private driveway you begin to appreciate the privacy and natural beauty of East Orleans. Perfectly located close to Nauset Beach and the Village of East Orleans this spotless vacation home is the ideal place to enjoy the full summer days and soft quiet nights...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 38

Orleans Home
7 Bedrooms / 7 Bathrooms / Sleeps 16
Home / 7 Bedrooms / Sleeps 16

from

$900

/ night

Email Owner
Bedrooms:7
Bathrooms:7
Sleeps:16
Type:Home
Per night:$900 - $1,500
Per week:$6,000 - $12,800
Pets allowed:No
Internet:No

$12, 800 PRIME SUMMER WEEKLY RATE (linens included)Please note: This property rents Sunday to Sunday in summer for full- week or multiple week terms only, but is available off- season for weekends and special events. This Orleans Estate is located in the heart of Orleans Village...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

(1)“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$129 - $215
Per week:$900 - $1,500
Pets allowed:No
Internet:Yes

Property ID: 18402 / Key #: 722 / Property Name: 10 Shorewood DriveBright and spacious home located just . 3 mile to Bakers Pond. This home sits high on a hill with an open floor plan, comfortable furnishings, fully equipped kitchen and wonderful screened- in porch, gas grill and...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$243 - $429
Per week:$1,700 - $3,000
Pets allowed:No
Internet:Yes

Lovely home with small cottageCharming home near Town Cove and Asa s Landing. This beautifully decorated, pristine 3 bedroom home also has an adorable 1 bedroom cottage right next door. Perfect for the group that needs a little privacy or extra room. Equipped with central air and...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $258
Per week:$1,200 - $1,800
Pets allowed:Yes
Internet:Yes

28 Kings Way, Orleans MAAdorable 3 Bedroom, 2 Bath Cape style home close to Skaket Beach. Convenient to Nauset Beach, Orleans Town Center, and the bike trail. Main level includes large living area, eat in kitchen, bedroom with two twins and full bath. Second level has main room...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $200
Per week:$1,000 - $1,400
Pets allowed:No
Internet:No

Situated on a cul de sac in a quiet neighborhood this nicely furnished house with an open floor plan and plenty of room to relax in. The main floor has a full kitchen that leads to a large living room and walk- out patio. There is a finished walk- out basement with a living room, ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$115 - $172
Per week:$800 - $1,200
Pets allowed:No
Internet:Yes

10 Daley TerraceThis quaint & cozy ranch is set on a hill in a residential neighborhood & within walking distance to the center of town, public tennis courts and the Orleans Fire Birds baseball games. AC units in the living room and two of the three bedrooms. WIFI & enclosed outdoor...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$429 - $615
Per week:$3,000 - $4,300
Pets allowed:No
Internet:Yes

17 Blue Heron Way - Watefront on Namequoit RiverWaterfront compound with fabulous views of the Namequoit River and direct access to Pleasant Bay. This property has plenty of room for the extended family with a main house and guest cottage together sleeping up to 12 people. The main...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 26

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$572
Per week:$4,000
Pets allowed:No
Internet:No

NEW CONSTRUCTION! Gorgeous 3- level contemporary home overlooking conservation land and beautiful 28- acre Bakers Pond. With water views from every room, this dramatic home has 3 exterior decks and a private path to the pond only 75 feet away. Set on a cul- de- sac on a private ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(4)“ Very Good ”4 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $208
Per week:$1,050 - $1,450
Pets allowed:No
Internet:No

32 Pond Road, Orleans - Property ID: 18315This charming Cape has an open floor plan that leads to a great screened- in sun room. Quaint furnishings lends itself to easy summer living. 3 A/C units in the home. Close to Crystal Lake, center of town and East Orleans Village. It is ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$400 - $622
Per week:$2,800 - $4,350
Pets allowed:No
Internet:Yes

Prestigious location within Quanset Harbor Club Association. Built on 1. 3 acres and only 3 houses away from the community’s private beach on beautiful Pleasant Bay. This is the perfect property to enjoy all that Cape Cod has to offer. Home is newly furnished with a new gourmet ...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Very Good ”1 Review

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $279
Per week:$1,400 - $1,950
Pets allowed:No
Internet:Yes

74 Keziahs Lane, Orleans, MAWaterfront home overlooking Meetinghouse River. This unique single level home offers 3 bedroom and 2 bathrooms, fully equipped kitchen, spacious living area, and picturesque grounds with waterviews of The River. Just a short distance to Kents Point...

See more

Close x

Orleans Massachusetts Vacation Rentals - Cottage
1 / 8

Orleans Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

(3)“ Excellent ”3 Reviews

from

$86

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$86 - $122
Per week:$600 - $850
Pets allowed:No
Internet:Yes

Property ID: 18374 / Key #: 1582 / Property Name: 17 Center PlaceCharming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a maximum...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 2 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(1)“ Excellent ”1 Review

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:12
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:No
Internet:Yes

96 Skaket Beach Road, Orleans, MALarge, rambling saltbox home 6/10 mile to Skaket Beach and very close to The Captain Linnell House! This home features a wonderful backyard, fabulous deck and lovely marsh views. Central a/c added for 2015. The home features 5 Bedrooms (2 queens,...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 39

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 4 Bedrooms / Sleeps 6

Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Situated in peaceful serenity on Crystal Lake, this well- appointed home offers gracious vacation living, privacy and easy access to Nauset and Skaket Beaches as well as to Orleans activities. With 4 bedrooms and 2. 5 baths, this home sleeps up to 6 very comfortably. Travel the...

See more

Close x

Orleans Massachusetts Vacation Rentals - Home
1 / 30

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

OFF- SEASON WEEKS AVAILABLE FROM $3, 800! Please note: This property rents Sunday to Sunday with some exceptions in May- JuneHere' s a great find: a top quality vacation home, located directly on the beach that can comfortably accommodate a guest group up to 10, and is thoroughly...

See more

Close x

1  2  3  4  5 
12345
page 1 of 5
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More