Shelter Island Houseboat Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Houseboats in Shelter Island

No exact matches found, but these alternatives could be just right

Recommended hotels in Shelter Island

Exterior
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (76)
"Nice decoration, clean amenities, good stay"
United States
weihao
$166 nightly
The price is $190
Jan 1 - Jan 2, 2026
Total with taxes and fees
Offshore Montauk
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
$156 nightly
The price is $178
Dec 23 - Dec 24
Total with taxes and fees
Montauk Manor
Front of property
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
$120 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
Kenny's Tipperary Inn
Property entrance
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.2 out of 10, Wonderful, (126)
"Easy parking. Walkable dining and to boardwalk. Quaint shopping."
United States
Kerry
$94 nightly
The price is $109
Dec 17 - Dec 18
Total with taxes and fees
The Niantic Inn
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$118 nightly
The price is $135
Dec 11 - Dec 12
Total with taxes and fees
The Bentley Hotel Southampton
Exterior
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$114 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
Hamlet Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
$67 nightly
The price is $77
Dec 16 - Dec 17
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1001)
"A welcoming place with some nice touches."
United States
Leslie
$79 nightly
The price is $91
Dec 21 - Dec 22
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Free self parking
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 10 - Dec 11
Total with taxes and fees
Clinton Motel
Exterior detail
The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
$171 nightly
The price is $193
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
Exterior
House on Chase Creek

House on Chase Creek

2.5 star property
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 ! "
United States
Maureen
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
Total with taxes and fees
House on Chase Creek
Property entrance
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
United States
Bryan
$153 nightly
The price is $175
Dec 22 - Dec 23
Total with taxes and fees
The Harbor Front Inn
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
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. "
United States
Mahlon
$93 nightly
The price is $106
Dec 29 - Dec 30
Total with taxes and fees
Shorewood Inn
Exterior
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
$101 nightly
The price is $116
Dec 15 - Dec 16
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Front of property
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (227)
"Food!"
United States
Ryan
$174 nightly
The price is $199
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Shoals Suites and Slips
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
$400 nightly
The price is $457
Jan 4 - Jan 5, 2026
Total with taxes and fees
Seabreeze #3: Cozy Cottage by the beach
Front of property - evening/night
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 star property
Niantic
9.4 out of 10, Exceptional, (1004)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
$159 nightly
The price is $183
Dec 10 - Dec 11
Total with taxes and fees
Inn at Harbor Hill Marina
Exterior
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

2.0 star property
Waterford
10.0 out of 10, Exceptional, (14)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
$275 nightly
The price is $311
Dec 10 - Dec 11
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$319 nightly
The price is $361
Dec 18 - Dec 19
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (287)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
$168 nightly
The price is $192
Jan 1 - Jan 2, 2026
Total with taxes and fees
Daunt's Albatross Motel
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 Shelter Island Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Yes"
Ray 1-night trip
Posted 15 hours ago
The Harbor Front Inn

Find out more about Shelter Island

Shelter Island Houseboats information

Number of reviews
8,252
Accommodation
3 Houseboats
Lowest Price
$77
Highest Price
$457

Frequently asked questions

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