Orleans Vacation Rentals, Homes, & More

1-50 of 200 Orleans Rentals

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 9

from

$443

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 13

from

$450

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$150

/ night

Email Owner
11 Freeman Lane
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$175

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$343

/ night

Email Owner
View From Deck
1 / 19

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$785

/ night

Email Owner
dining room view at high tide
1 / 20

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Poor ”3 Reviews

from

$600

/ night

Email Owner
1 / 8

Orleans Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$215

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$145

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$515

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$372

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$200

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$229

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$179

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$136

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$829

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$236

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$186

/ night

Email Owner
Property 101543
1 / 21

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”3 Reviews

from

$458

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 11

from

$429

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$258

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 8

from

$458

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$658

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Apartment
1 / 7

Orleans Apartment
Studio / 1 Bathroom / Sleeps 3

from

$115

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 25

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 9

from

$258

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$158

/ night

Email Owner
1 / 25

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$358

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$286

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 31

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$750

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 10

from

$500

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 15

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$350

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$200

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$358

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$172

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$315

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$258

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$236

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$215

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$236

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

“ Very Good ”2 Reviews

from

$108

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 9

from

$215

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$400

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$479

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$286

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$215

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$315

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$186

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$243

/ night

Email Owner
Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
7 Bedrooms / 4 Bathrooms / Sleeps 10

from

$358

/ night

Email Owner
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