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: 93
$187/night

Cozy Waterfront Apartment, Private Beach Access

1 bed
1 bath
2 guests
Average Price:  
$194
4% Cheaper
than normal
AirDNA Score: 79
$140/night

Spacious Guest Suite Close to Town

1 bed
1 bath
2 guests
Average Price:  
$144
3% Cheaper
than normal
AirDNA Score: 79
$250/night

Cape Cod Cottage with view of Orleans Town Cove

2 beds
1 bath
4 guests
Average Price:  
$254
2% Cheaper
than normal
AirDNA Score: 75
$200/night

Sun-filled Guest House with Waterviews and Beach!

2 beds
2 baths
6 guests
Average Price:  
$257
22% Cheaper
than normal
AirDNA Score: 73
$298/night

Private Beach and Roof Top Deck!

3 beds
2 baths
6 guests
Average Price:  
$533
44% Cheaper
than normal
AirDNA Score: 72
$513/night

Steps to Nauset Beach Private Yard!

5 beds
2.5 baths
10 guests
Average Price:  
$1007
49% Cheaper
than normal
AirDNA Score: 72
$250/night

4 Season Cottage, Nauset Beach, tennis court

2 beds
1.5 baths
4 guests
Average Price:  
$281
11% 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: 71
$185/night

Walk to private beach, spacious peaceful apartment

1 bed
1 bath
4 guests
Average Price:  
$246
25% Cheaper
than normal
AirDNA Score: 65
$750/night

Orleans Waterfront six bedroom, heated pool.

6 beds
5 baths
12 guests
Average Price:  
$1318
43% 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:  
$1937
37% Cheaper
than normal
AirDNA Score: 65
$72/night

Modern Cape Apartment in Orleans, Private Entrance

studio
1 bath
4 guests
Average Price:  
$80
10% Cheaper
than normal
AirDNA Score: 63
$365/night

Settle into an Authentic Cape Cod with Central A/C

3 beds
2 baths
10 guests
Average Price:  
$709
49% Cheaper
than normal
AirDNA Score: 58
$365/night

Great Cape Cod Vacation Beach Home

3 beds
2.5 baths
6 guests
Average Price:  
$397
8% Cheaper
than normal
AirDNA Score: 57
$249/night

Distiller’s Cottage Nauset Beach East Orleans, MA

1 bed
1 bath
4 guests
Average Price:  
$279
11% Cheaper
than normal
AirDNA Score: 57
$341/night

Custom House w Central AC at the heart of the Cape

3 beds
3.5 baths
6 guests
Average Price:  
$453
25% Cheaper
than normal
AirDNA Score: 57
$545/night

Nauset Nest

studio
1 bath
2 guests
Average Price:  
$745
27% Cheaper
than normal
AirDNA Score: 54
$1150/night

Spacious home near the serene beach at Rock Harbor

5 beds
4.5 baths
15 guests
Average Price:  
$1018
13% More
than normal
AirDNA Score: 53
$350/night

Charming Restored Cottage on the way to Nauset

3 beds
2 baths
6 guests
Average Price:  
$548
36% 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:  
$1013
16% Cheaper
than normal
AirDNA Score: 51
$600/night

Blue skies and warmer days! *Fall 2021*

3 beds
1 bath
6 guests
Average Price:  
$658
9% Cheaper
than normal
AirDNA Score: 50
$275/night

Waterfront Home on Pilgrim Lake - Orleans Cape Cod

2 beds
2 baths
8 guests
Average Price:  
$446
38% Cheaper
than normal
AirDNA Score: 50
$850/night

Ocean/Marsh Front 5 bedroom estate

5 beds
3.5 baths
12 guests
Average Price:  
$894
5% Cheaper
than normal
AirDNA Score: 45
$493/night

Walk to Crystal Lake; Pickleball, Tennis Ct.

5 beds
3.5 baths
10 guests
Average Price:  
$688
28% Cheaper
than normal
AirDNA Score: 44
$690/night

Luxurious Waterfront Home!

6 beds
4.5 baths
14 guests
Average Price:  
$1219
43% Cheaper
than normal
AirDNA Score: 40
$325/night

Cape Cod Charm Walk to Arey''s Pond

4 beds
2 baths
9 guests
Average Price:  
$407
20% Cheaper
than normal
AirDNA Score: 38
$80/night

The Cottage on the Cove

2 beds
0 bath
5 guests
Average Price:  
$80
0% Cheaper
than normal
AirDNA Score: 35
$150/night

Our dream beach home your beach home

2 beds
1 bath
5 guests
Average Price:  
$309
51% Cheaper
than normal
AirDNA Score: 29
$271/night

Near Asa''s Landing and Town Cove - Orleans

3 beds
2 baths
6 guests
Average Price:  
$341
21% 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: 17
$437/night

Beautiful Home Minutes to Nauset Beach, AC, WIFI

4 beds
3 baths
11 guests
Average Price:  
$621
30% 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
$281/night

Walk to Nauset Historic Home

3 beds
1.5 baths
6 guests
Average Price:  
$302
7% Cheaper
than normal
AirDNA Score: 15
$252/night

Timeless Tonset Treasure

4 beds
1.5 baths
7 guests
Average Price:  
$329
23% Cheaper
than normal
AirDNA Score: 14
$367/night

SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES

5 beds
2 baths
10 guests
Average Price:  
$518
29% Cheaper
than normal
AirDNA Score: 14
$416/night

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

4 beds
2 baths
8 guests
Average Price:  
$393
6% More
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
AirDNA Score: 14
$379/night

Beautiful Cape Cod Summer Home

3 beds
2.5 baths
7 guests
Average Price:  
$446
15% Cheaper
than normal
AirDNA Score: 14
$698/night

Stunning Waterfront Contemporary

4 beds
3 baths
8 guests
Average Price:  
$788
11% Cheaper
than normal
AirDNA Score: 14
$415/night

Ocean Harbor Estates

4 beds
2.5 baths
10 guests
Average Price:  
$498
17% Cheaper
than normal