Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

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

Book Faster

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(171)

171 Results
$3,150 - $12,400
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 13
7 night minimum stay
(7)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
7 night minimum stay
2 Reviews
$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
(17)
$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
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(12)
$1,499 - $3,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$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
  • 4 BR,
  • 2 BA,
  • Sleeps 9
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(6)
$600 - $943
per night
3 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
$200 - $236
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(5)
$194 - $375
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 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)
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(4)
$1,600 - $2,400
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(3)
$1,240 - $2,720
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(10)
$500 - $1,725
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
$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
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(3)
$3,000 - $4,175
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 11
1 Review
$850
per night
3 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
$2,000 - $3,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
$900 - $1,300
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
Advertisement
 

Recent Orleans Reviews

water sports paradise

5 of 5
Our family of nine (ages 13 to 82) has only praise for Dock-on-the-Bay. It is aptly named, with its own dock on the small River connecting Meetinghouse Pond with the bay and eventually the Atlantic. It is paradise for water sports enthusiasts. Kayaks come with the house. Boats are easily rented at the marina on the pond; we’ve also rented paddle boards that the “kids” (up to age 62) loved. Nauset Beach, Orleans Center and East Orleans are but a very short drive away. The house consists of four “pods”. Our son-in-law, an architect, loves the concept which offers privacy and/or togetherness, whatever your pleasure might be at any time of the day. It accommodates up to 10 people easily. The largest pod has a relatively spacious kitchen (for Cape Cod), an inviting “great room” for lounging and dining, and a fabulous deck where most dining and lounging take place, weather permitting, plus a bedroom for two and full bathroom. Another pod contains two bedrooms and a large bathroom: each of the other two pods contains two beds and half-bath – the great outdoor shower is only a few steps away. And the views from the pods’ own decks and the main pod deck are delightful. It’s hard to beat resting, reading, sipping wine or dining on the deck while boats ply the waters just off your backyard. We’ve rented Dock-on-the-Bay for several years and eagerly look forward to 2015. We hope you will enjoy it as much as we have.
  • Submitted: Nov 29, 2014
  • Stayed: Jul 2014

Luxurious and Homey

5 of 5
The house is newly remodeled so everything is brand new and the kitchen appliances especially are superb including a barbecue in the backyard. Great place to host a fun gathering! Ample bedrooms for large families and friends to sleep. The backyard has a cozy fire pit for the kids to roast marshmallows and the parents to drink wine as well as a spacious hot tub, which has speakers that can be connected to an iPod/iPhone. There is a private movie theater in the basement for rainy days when the beach is not an option. Most importantly, inside and out this residence feels like a home away from home that you will never want to leave!
  • Submitted: Oct 29, 2014
  • Stayed: Aug 2014

Great house to relax with small kids

5 of 5
We had a wonderful time in Orleans in this convenient, thoughtfully equipped house. Everything you need is there, including Bose sound box and Miele dishwasher and all the towels and bed sheets! And it is very safe for little kids as it does not have stairs inside. My kids loved the swing set, sand box, and little toys out in the backyard. There are also games and some toddler books in the house. The location is wonderful, a short drive from two of the best beaches on the Cape, and the town of Orleans is also great for shopping and dining out. We took several walks around the house and the whole area is absolutely beautiful. There is a little fox living around the area that we happened to see one night from the car. The owners are very welcoming and very responsive. They had great suggestions on what to do and they even brought over some home made clam chowder that was absolutely delicious and made a great dinner at the house. Overall we had a great fall weekend on the Cape thanks to Chris and Luima and their beautiful house!
  • Submitted: Oct 28, 2014
  • Stayed: Oct 2014