Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Orleans holiday homes

Dining

1. Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
9.8 out of 10, Exceptional, (17 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is HK$15,684
HK$26,657 total
includes taxes & fees
4 Aug - 5 Aug
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Outdoor dining

2. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
9.8 out of 10, Exceptional, (10 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is HK$816
HK$5,538 total
includes taxes & fees
1 Sept - 2 Sept
Great for Families! Brewster Home 6 Mi to Beach
Exterior

3. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is HK$2,423
HK$5,447 total
includes taxes & fees
31 Aug - 1 Sept
Lovely House 5 Min to Beach with Deck, Grill, Garage
TV, fireplace

4. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is HK$2,039
HK$5,909 total
includes taxes & fees
2 Sept - 3 Sept
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
TV

5. Family-Friendly Home! Walk to Sea Street Beach

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
5.4 out of 10, (3 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
The price is HK$478
HK$2,576 total
includes taxes & fees
31 Aug - 1 Sept
Family-Friendly Home! Walk to Sea Street Beach
TV, DVD player, offices

6. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (25 reviews)
"Loved this property. "
United States
Carol S.
The price is HK$1,208
HK$4,391 total
includes taxes & fees
31 Aug - 1 Sept
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Sun-loungers, beach towels

7. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (83 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
The price is HK$3,529
HK$6,597 total
includes taxes & fees
16 Aug - 17 Aug
Beautiful home near Jacknife Beach and bike trail
TV, offices

8. Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is HK$4,203
HK$9,333 total
includes taxes & fees
14 Aug - 15 Aug
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Outdoor dining

9. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is HK$1,333
HK$4,600 total
includes taxes & fees
31 Aug - 1 Sept
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Exterior

10. Private beach on Cape Cod Bay, a true slice of heaven!

Private beach on Cape Cod Bay, a true slice of heaven!
Eastham
10.0 out of 10, Exceptional, (45 reviews)
"A perfect beach front getaway for a family!"
United States
Ashley R.
The price is HK$9,175
HK$15,330 total
includes taxes & fees
1 Sept - 2 Sept
Private beach on Cape Cod Bay, a true slice of heaven!
Dining

11. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (22 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is HK$2,329
HK$3,043 total
includes taxes & fees
16 Aug - 17 Aug
Cape Cod's "Beach Rose"
Smart TV

12. Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Dennis
The price is HK$1,412
HK$4,667 total
includes taxes & fees
1 Sept - 2 Sept
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Exterior

13. Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is HK$2,510
HK$4,820 total
includes taxes & fees
9 Aug - 10 Aug
Relaxing Cape Cod Cottage Getaway
Coffee/tea maker, fridge, microwave, oven

14. Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!
Eastham
8.0 out of 10, Very good, (1 review)
"Our stay in this Eastham house was most pleasant and I have to say the host was wonderfully responsive when problems arose. During heavy rainstorm, the livingroom ceiling leaked and the icemaker in the freezer portion of the refrigerator was broken. Neither issue dampened our stay - pun intended. Location made for easy daily commute to gorgeous Campground Beach where family gathered daily. I would not hesitate to return to Eastham again."
United States
Marty C.
The price is HK$7,756
HK$13,732 total
includes taxes & fees
11 Aug - 12 Aug
Contemporary Cape Getaway: Perfect Beachside Vacation for 10!
Terrace/patio

15. New! 4BR Fire Pit, Ping Pong, Movie Room

New! 4BR Fire Pit, Ping Pong, Movie Room
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"Very responsive and friendly host. "
United States
Matt M.
The price is HK$5,446
HK$10,864 total
includes taxes & fees
22 Aug - 23 Aug
New! 4BR Fire Pit, Ping Pong, Movie Room
4 bedrooms, iron/ironing board, WiFi, bed sheets

16. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
The price is HK$4,509
HK$6,328 total
includes taxes & fees
16 Aug - 17 Aug
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Beach nearby

17. Dennis Beach House - Walk to Beach - Pet Friendly

Dennis Beach House - Walk to Beach - Pet Friendly
Dennis
8.0 out of 10, Very good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is HK$2,964
HK$5,412 total
includes taxes & fees
14 Aug - 15 Aug
Dennis Beach House - Walk to Beach - Pet Friendly
Dining

18. Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Yarmouth
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home, spacious and pristine. Lovely host! Kim was very friendly and attentive to all our needs and questions. The pool was perfect, super clean and peaceful backyard! The house is in a perfect location. It was close the the church, beaches, town, shopping areas and great sites to see. Thanks Kim for sharing your beautiful home!"
United States
Ligia C.
The price is HK$3,521
HK$6,588 total
includes taxes & fees
1 Sept - 2 Sept
Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
3 bedrooms, desk

19. Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is HK$3,644
HK$7,306 total
includes taxes & fees
29 Aug - 30 Aug
Coastal Haven in West Dennis -15
Coffee/tea maker, fridge, microwave, oven

20. Peaceful 2-bedroom house with AC in charming Dennis

Peaceful 2-bedroom house with AC in charming Dennis
Dennis
10.0 out of 10, Exceptional, (1 review)
"This was a great property had a great time and would rent here again .The host Matt was very nice to work with!"
United States
John B.
Peaceful 2-bedroom house with AC in charming Dennis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orleans Hotel Reviews

Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Great hotel clean"
Rebecca 1-night trip
Posted 3 hours ago
Freebird Motor Lodge by Reverie Boutique Collection

Find out more about Orleans

Orleans Vacation Homes information

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