Photo by Todd Carroll
Jamesport Chalets
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Chalets in Jamesport
No exact matches found, but these alternatives could be just right
Recommended hotels in Jamesport
The Bentley Hotel Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
Isadora
$118 nightly
The price is $135
Dec 11 - Dec 12
Total with taxes and fees
Motel in Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
Chyanne
$114 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
Guesthouse in The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
Maureen
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Harbor Front Inn
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
Bryan
$146 nightly
The price is $167
Dec 23 - Dec 24
Total with taxes and fees
Motel in Riverhead
8.4 out of 10, Very Good, (708)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
Mahlon
$93 nightly
The price is $106
Dec 29 - Dec 30
Total with taxes and fees
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
Shaquan
$99 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
The Inn And Spa At East Wind
8.8 out of 10, Excellent, (878)
"It a beautiful facility, great guest services "
Terry
$113 nightly
The price is $130
Dec 15 - Dec 16
Total with taxes and fees
Hilton Garden Inn Riverhead
8.6 out of 10, Excellent, (1003)
"Staff was courteous and the room was spotless. Food service is very good as well. "
Efrem
$103 nightly
The price is $118
Jan 5 - Jan 6, 2026
Total with taxes and fees
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.
Find vacation rentals that suit your style
Private vacation homes
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Jamesport Hotel Reviews
The Harbor Front Inn
10/10 Excellent
Find out more about Jamesport
Jamesport Chalets information
Number of reviews | 10,784 |
|---|---|
Accommodation | 1 Chalets |
Lowest Price | $106 |
Highest Price | $7,259 |
Explore a world of travel with Expedia
- Hotels near Clovis Point
- South Jamesport Hotels
- Hotels near Sherwood House Vineyards
- Hotels near Jamesport Vineyards
- Apartments in Laurel
- B&B in Laurel
- Motels in Laurel
- Condo Rentals in Laurel
- Hotels near Paumanok Vineyards
- Laurel Hotels
- 3 Star Hotels in Laurel
- Hotels near Laurel Lake Vineyard
- Cottages in Aquebogue
- Condo Rentals in Aquebogue
- B&B in Aquebogue
- Farmstay in Aquebogue
- Villas in Aquebogue
- Motels in Aquebogue
- Hotels near Martha Clara Vineyards
- Hotels near Hallockville Museum Farm
- Aquebogue Hotels
- 5 Star Hotels in Aquebogue
- Pet-friendly Hotels in Aquebogue
- Hotels with Restaurants in Aquebogue
- Beach Hotels in Aquebogue
- Luxury Hotels in Aquebogue
- Hotels near Harbes Family Farm
- Hotels near Macari Vineyards
- Hotels near Scarola Vineyards
- B&B in North Fork
- Farmstay in North Fork
- Motels in North Fork
- Cabin Rentals in North Fork
- Aparthotels in North Fork
- North Fork Hotels
- Hotels near Palmer Vineyards
- Pet-friendly Hotels in North Fork
- 5 Star Hotels in North Fork
- Luxury Hotels in North Fork
- Motels in Mattituck
- B&B in Mattituck
- Cabin Rentals in Mattituck
- Houseboats in Mattituck
- Cottages in Mattituck
- Apartments in Mattituck
- Condo Rentals in Mattituck
- Resorts in Mattituck
- Indian Island County Park Hotels
- Cabin Rentals in Flanders
- Motels in Flanders
- B&B in Flanders
- Villas in Flanders
- Mattituck Hotels
- Hotels near Mattituck Station
- Hilton Hotels in Mattituck
- Winery Hotels in Mattituck
- 5 Star Hotels in Mattituck
- 4 Star Hotels in Mattituck
- Romantic Hotels in Mattituck
- Hotels with Restaurants in Mattituck
- Hotels with Free Parking in Mattituck
- Car rentals near Sherwood House Vineyards
- Car rentals near Laurel
- Car rentals near Aquebogue
- Car rentals near Harbes Family Farm
- Car rentals near Northville
- Car rentals near North Fork
- First Car Rental Rental Cars in North Fork
- Enterprise Rental Cars in North Fork
- Top Rent a Car Rental Cars in North Fork
- Car rentals near Indian Island County Park
- Car rentals near Mattituck
- Hertz Rental Cars in Mattituck