Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Chalets
Cottages
Estates
Homes
Barns
Boats
Bungalows
Castles
Condos
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Orleans Vacation Rentals with Air Conditioning(204)

204 Results
$999 - $2,500
per night
2 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(4)
$1,249 - $2,284
per night
2 - 7 night minimum stay
  • 4 BR,
  • 6 BA,
  • Sleeps 16
2 - 7 night minimum stay
1 Review
$1,125 - $2,286
per night
2 - 7 night minimum stay
  • 9 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 19
2 - 7 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
7 night minimum stay
$1,299 - $1,799
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
7 night minimum stay
$275 - $472
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
3 - 7 night minimum stay
(3)
$194 - $375
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(6)
$600 - $800
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(4)
$600 - $943
per night
3 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(4)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(3)
$200 - $425
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
2 Reviews
$175 - $389
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
3 - 7 night minimum stay
(9)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(8)
$300 - $514
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(4)
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 11
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(3)
$233 - $1,725
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
$3,000 - $3,975
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
$850
per night
3 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
$800 - $1,200
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 Review
Advertisement
 

Recent Orleans Reviews

Great Family Vacation at the Blueberry Patch!

5 of 5
We had a fantastic week here. This was our first real vacation as a young family and it was the perfect house and location to enjoy the Cape and entertain friends and family. The house is just minutes from the 2 best beaches on the Cape - Nauset and Skaket – and there are many shopping options from Stop & Shop to the luxury boutiques of Main Street in Chatham. We had tons of room to spread out and we loved the amazing chef's kitchen. The house comes equipped with every amenity and supply you could need right down to enough paper towels for a week with a messy toddler. It was great to not worry about packing the car with coolers and beach chairs!! You can tell that Rick takes great pride in the house when you take time to notice all of the little details – we had so much fun looking through all of the old books, just wish we had more time to read them all! The sound system was awesome, we really enjoyed being able to have music playing in the background of our vacation! We look forward to staying here again!
  • Submitted: Sep 17, 2014
  • Stayed: Aug 2014

Spectacular Home, View and Owners

5 of 5
This home is wonderful. The view over the inlet to the Atlantic ocean is gorgeous, especially when the sun is setting and the marsh grass turns many hues of gold. The kitchen has top of the line appliances including a Viking gas range. Five spacious bedrooms (two master bedrooms at each end of the house) on two separate wings. It was spacious for us (family of five with a 15 month old), but would beautifully accommodate the 13 mentioned on the listing. Everything is spotless, including a two car garage that has been converted to a play area for children (complete with wall mounted tv). But, hopefully, the weather will allow you to spend time outside, either admiring the gardens or enjoying the view or lounging in the pool or pushing your grandchild on the swing set. We hope to return next year, but highly encourage others to enjoy this fabulous property.
  • Submitted: Sep 12, 2014
  • Stayed: Sep 2014

Charming House in a Great Location

5 of 5
My family of 6 stayed at this charming home in August this year and had a very memorable vacation on the Cape. You can't beat its location both on the Cape (minutes from the main highway) and within Orleans (short driving distance from both the ocean and tide-side beaches and town). The home had everything you need in terms of amenities, and was very clean and spacious. Its layout was such that the six of us could easily spread out and not feel at all crowded. Its located in a nice neighborhood near a freshwater beach which we walked to each morning. You can clearly tell that its owners take a lot of pride in maintaining it and have everything arranged so that visitors feel at home. The owner not only answered every question and provided ideas in advance of our trip, but maintains a notebook in the home for guests to share their adventures and recommendations for making the most out of exploring the Cape. We would definitely stay here again as well as recommend it to our friends and family.
  • Submitted: Sep 11, 2014
  • Stayed: Aug 2014