The Best Airbnb Deals in
Orleans, Massachusetts

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Orleans, Massachusetts. Enter your travel dates to find the best deals!

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AirDNA Score: 86
$225/night

Peaceful Marsh Cottage 2

3 beds
1 bath
5 guests
Average Price:  
$255
12% Cheaper
than normal
AirDNA Score: 79
$130/night

Spacious Guest Suite Close to Town

1 bed
1 bath
2 guests
Average Price:  
$144
10% Cheaper
than normal
AirDNA Score: 75
$200/night

Sun-filled Guest House with Waterviews and Beach!

2 beds
2 baths
6 guests
Average Price:  
$244
18% Cheaper
than normal
AirDNA Score: 73
$252/night

Beach Getaway with Private Backyard!

4 beds
3 baths
10 guests
Average Price:  
$522
52% Cheaper
than normal
AirDNA Score: 72
$462/night

Steps to Nauset Beach Private Yard!

5 beds
2.5 baths
10 guests
Average Price:  
$1016
55% Cheaper
than normal
AirDNA Score: 72
$275/night

Charming Post&Beam "BARN/Guesthouse"

1 bed
1 bath
2 guests
Average Price:  
$275
0% Cheaper
than normal
AirDNA Score: 72
$250/night

Four Season Cottage at Nauset Beach; tennis court

2 beds
1.5 baths
4 guests
Average Price:  
$308
19% Cheaper
than normal
AirDNA Score: 71
$200/night

Walk to private beach, spacious peaceful apartment

1 bed
1 bath
4 guests
Average Price:  
$246
19% Cheaper
than normal
AirDNA Score: 70
$205/night

Cove Cottage with water views!

1 bed
1 bath
2 guests
Average Price:  
$227
10% Cheaper
than normal
AirDNA Score: 66
$390/night

Harbor Hideaway

3 beds
1 bath
5 guests
Average Price:  
$290
34% More
than normal
AirDNA Score: 65
$900/night

Orleans Waterfront six bedroom, pool by August

6 beds
5 baths
12 guests
Average Price:  
$1342
33% Cheaper
than normal
AirDNA Score: 65
$1225/night

Luxury 7 BR, 4 BA w/ Unique 60 ft Swimming Pool

7 beds
4 baths
16 guests
Average Price:  
$1907
36% Cheaper
than normal
AirDNA Score: 65
$72/night

Modern Cape Apartment in Orleans, Private Entrance

studio
1 bath
4 guests
Average Price:  
$81
11% Cheaper
than normal
AirDNA Score: 65
$400/night

Nauset Heights Cottage

4 beds
2 baths
6 guests
Average Price:  
$398
1% More
than normal
AirDNA Score: 63
$641/night

Settle into an authentic Cape Cod w/Modern Charm

3 beds
2 baths
8 guests
Average Price:  
$704
9% Cheaper
than normal
AirDNA Score: 59
$435/night

Charming Cape House

3 beds
2.5 baths
6 guests
Average Price:  
$494
12% Cheaper
than normal
AirDNA Score: 58
$365/night

Great Cape Cod Vacation Beach Home

3 beds
2.5 baths
6 guests
Average Price:  
$379
4% Cheaper
than normal
AirDNA Score: 57
$340/night

Custom House w Central AC at the heart of the Cape

3 beds
3.5 baths
6 guests
Average Price:  
$452
25% Cheaper
than normal
AirDNA Score: 57
$169/night

Distiller’s Cottage Nauset Beach East Orleans, MA

1 bed
1 bath
2 guests
Average Price:  
$283
40% Cheaper
than normal
AirDNA Score: 57
$272/night

Nauset Nest

studio
1 bath
2 guests
Average Price:  
$745
63% Cheaper
than normal
AirDNA Score: 53
$300/night

Charming Restored Cottage on the way to Nauset

3 beds
2 baths
6 guests
Average Price:  
$548
45% Cheaper
than normal
AirDNA Score: 52
$110/night

Charming Old Cape Cod

1 bed
1 bath
2 guests
Average Price:  
$158
30% Cheaper
than normal
AirDNA Score: 51
$245/night

2 Min Drive to Nauset Beach!

4 beds
3 baths
8 guests
Average Price:  
$519
53% Cheaper
than normal
AirDNA Score: 51
$850/night

Short Walk to the Ocean; Soak up tranquility

4 beds
2 baths
8 guests
Average Price:  
$997
15% Cheaper
than normal
AirDNA Score: 51
$600/night

Blue skies and warmer days! *Fall 2021*

3 beds
1 bath
6 guests
Average Price:  
$663
10% Cheaper
than normal
AirDNA Score: 50
$275/night

Waterfront Home on Pilgrim Lake - Orleans Cape Cod

2 beds
2 baths
8 guests
Average Price:  
$444
38% Cheaper
than normal
AirDNA Score: 50
$400/night

Conveniently located, spacious & pet-friendly

4 beds
2.5 baths
9 guests
Average Price:  
$477
16% Cheaper
than normal
AirDNA Score: 50
$850/night

Ocean/Marsh Front 5 bedroom estate

5 beds
3.5 baths
12 guests
Average Price:  
$898
5% Cheaper
than normal
AirDNA Score: 44
$621/night

Luxurious Waterfront Home!

6 beds
4.5 baths
14 guests
Average Price:  
$1317
53% Cheaper
than normal
AirDNA Score: 40
$325/night

Cape Cod Charm Walk to Arey''s Pond

4 beds
2 baths
9 guests
Average Price:  
$406
20% Cheaper
than normal
AirDNA Score: 22
$525/night

California Contemporary, walk to beach, 1.3 acres

4 beds
2 baths
10 guests
Average Price:  
$650
19% Cheaper
than normal
AirDNA Score: 18
$300/night

Two-Acre Retreat, Hot Tub, Walk to Water

5 beds
3 baths
9 guests
Average Price:  
$787
62% Cheaper
than normal
AirDNA Score: 17
$540/night

Beautiful Home Minutes to Nauset Beach, AC, WIFI

4 beds
3 baths
11 guests
Average Price:  
$569
5% Cheaper
than normal
AirDNA Score: 15
$445/night

So Close to Nauset Beach

3 beds
2 baths
8 guests
Average Price:  
$445
0% Cheaper
than normal
AirDNA Score: 15
$263/night

Walk to Nauset Historic Home

3 beds
1.5 baths
6 guests
Average Price:  
$303
13% Cheaper
than normal
AirDNA Score: 15
$230/night

Timeless Tonset Treasure

4 beds
1.5 baths
7 guests
Average Price:  
$379
39% Cheaper
than normal
AirDNA Score: 14
$450/night

Orleans, Pleasant Bay, 4 BR 2BA Cul de Sac!

4 beds
2 baths
8 guests
Average Price:  
$360
25% More
than normal
AirDNA Score: 14
$362/night

Beautiful Cape Cod Summer Home

3 beds
2.5 baths
7 guests
Average Price:  
$462
22% Cheaper
than normal
AirDNA Score: 14
$350/night

SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES

5 beds
2 baths
10 guests
Average Price:  
$504
31% Cheaper
than normal
AirDNA Score: 14
$715/night

House on Private Road, 700'' to secluded Bay Beach

4 beds
2.5 baths
10 guests
Average Price:  
$796
10% Cheaper
than normal
AirDNA Score: 14
$394/night

Ocean Harbor Estates

4 beds
2.5 baths
10 guests
Average Price:  
$498
21% Cheaper
than normal
AirDNA Score: 14
$300/night

Little Pleasant Bay walk to beach

4 beds
2 baths
8 guests
Average Price:  
$605
50% Cheaper
than normal