Wellesley Island Rentals

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47 Houses

(1) Excellent 

24

Waterfront 1BR Wellesley Island Apt w/Private Dock

New York / Wellesley Island

Wellesley Island apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$144

Responds fast!
avg. 7 minutes

Price per night from

$144

(1) Excellent 

22

Brand New Lakefront Cabin - Lake of the Isles

New York / Wellesley Island

Wellesley Island house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$687

Responds fast!
avg. 2 hours 27 minutes

Price per night from

$687

7

Rustic cabin with amazing views on Lake of the Isles

Wellesley Island / Fineview

Fineview house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$263

Price per night from

$263

25

Wellesley Island House - 5 Bed, 2 1/2 bath (Upstate New York - Thousand Islands)

Wellesley Island / Thousand Island Park

Thousand Island Park house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$228

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$228

(1) Excellent 

10

Gorgeous 6 BR House on the Water

New York / Wellesley Island

Wellesley Island house

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$630

Price per night from

$630

Great rentals within 20 miles that match your search

Distance approx 9.5 km from Wellesley Island

(1) Excellent 

19

Lakefront cottage close to The Thousand Islands offering private dock, swimming.

New York / Redwood

Redwood house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$295

Price per night from

$295

Distance approx 3.6 km from Wellesley Island Show on Map

(1) Excellent 

16

FAMILY-FRIENDLY WATERFRONT GEM! 3 Acres, WiFi, Dock, Modern, Spectacular Views!

New York / Alexandria Bay

Alexandria Bay house

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$309

Price per night from

$309

Distance approx 3.1 km from Wellesley Island Show on Map

(3) Excellent 

19

Millionaire's Row - Thousand Island Estate - St.Lawrence River Property

New York / Alexandria Bay

Alexandria Bay villa

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$695

Price per night from

$695

Distance approx 17.63 km from Wellesley Island

(4) Excellent 

12

Thousand Islands - Loon Lodge at Oak Point

St. Lawrence County / Hammond

Hammond cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$189

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$189

Distance approx 7.84 km from Wellesley Island

21

Clayton Home - Thousand Islands - Clayton, NY

New York / Clayton

Clayton house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$343

Price per night from

$343

Distance approx 8.27 km from Wellesley Island

27

Pope Cottage

New York / Clayton

Clayton house

2 7 4 nights min

  • 2 bedrooms
  • sleeps 7
  • 4 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$230

Price per night from

$230

Distance approx 17.63 km from Wellesley Island

(5) Excellent 

12

Thousand Islands - Osprey Lodge at Oak Point

St. Lawrence County / Hammond

Hammond cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$189

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$189

Distance approx 3.68 km from Wellesley Island Show on Map

(1) Excellent 

11

Downstairs flat in house sleeps 8

New York / Alexandria Bay

Alexandria Bay apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$287

Responds fast!
avg. 40 minutes

Price per night from

$287

Distance approx 17.63 km from Wellesley Island

13

Thousand Islands - Heron Lodge at Oak Point

St. Lawrence County / Hammond

Hammond cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$190

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$190

Distance approx 1.52 km from Wellesley Island Show on Map

(1) Excellent 

30

The Cottages at Swan Bay Resort

New York / Alexandria Bay

Alexandria Bay cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$176

Price per night from

$176

Distance approx 7.26 km from Wellesley Island

15

1000 Island Cottage on Goose Bay

New York / Redwood

Redwood house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$201

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$201

Distance approx 5.64 km from Wellesley Island

13

Cozy Cottage Newly Renovated on Private Island

New York / Clayton

Clayton house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$351

Price per night from

$351

Distance approx 4.58 km from Wellesley Island

18

Beautiful Waterfront Cottage on Grindstone Island

New York / Clayton

Clayton cottage

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$377

Price per night from

$377

Distance approx 4.84 km from Wellesley Island Show on Map

22

Private Island in the beautiful Thousand Islands, St Lawrence River

New York / Alexandria Bay

Alexandria Bay house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$458

Price per night from

$458

Distance approx 18.36 km from Wellesley Island

18

1000 Islands Retreat 11 Secluded Acres Amazing

New York / Cape Vincent

Cape Vincent house

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$474

Price per night from

$474

Distance approx 4.88 km from Wellesley Island

19

1000 Islands Retreat-Stunning Views! River Access!

New York / Clayton

Clayton house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$312

Price per night from

$312

Distance approx 4.93 km from Wellesley Island

(1) Excellent 

18

Super Clean, Cozy Cottage w/ Beach Access! Wi-Fi, Netflix & FirePit!

New York / Clayton

Clayton cottage

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$172

Responds fast!
avg. 2 hours 39 minutes

Price per night from

$172

Distance approx 17.63 km from Wellesley Island

(1) Very Good 

10

Thousand Islands - Muskie Lodge at Oak Point

St. Lawrence County / Hammond

Hammond cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$190

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$190

Distance approx 3.52 km from Wellesley Island Show on Map

12

Schooner’s on the Bay

New York / Alexandria Bay

Alexandria Bay cottage

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$572

Responds fast!
avg. 1 hour 18 minutes

Price per night from

$572

Distance approx 1.52 km from Wellesley Island Show on Map

(1) Very Good 

30

The Chalets at Swan Bay Resort

New York / Alexandria Bay

Alexandria Bay chalet

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$287

Price per night from

$287

Distance approx 3.42 km from Wellesley Island Show on Map

5

Private Island Rental

New York / Alexandria Bay

Alexandria Bay house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly

Price per night from

$1,001

Price per night from

$1,001

Distance approx 4.22 km from Wellesley Island Show on Map

15

Two story cottage in the 1,000 Islands-Alexandria Bay NY

New York / Alexandria Bay

Alexandria Bay cottage

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$212

Responds fast!
avg. 11 minutes

Price per night from

$212

Distance approx 3.97 km from Wellesley Island Show on Map

24

NEW! Waterfront 2BR+Loft Alexandria Bay Townhome!

New York / Alexandria Bay

Alexandria Bay house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$258

Responds fast!
avg. 7 minutes

Price per night from

$258

Distance approx 3.08 km from Wellesley Island Show on Map

9

Charming Island Right on the St Lawrence River

New York / Alexandria Bay

Alexandria Bay cottage

5 16 4 nights min

  • 5 bedrooms
  • sleeps 16
  • 4 nights min
  • Child Friendly
  • Private garden

Price per night from

$802

Price per night from

$802

Distance approx 2.81 km from Wellesley Island Show on Map

(1) Excellent 

13

Casablanca Historic Island Mansion on Cherry island

New York / Alexandria Bay

Alexandria Bay house

14 28 4 nights min

  • 14 bedrooms
  • sleeps 28
  • 4 nights min
  • Child Friendly
  • Private garden

Price per night from

$3,002

Price per night from

$3,002

Distance approx 5.67 km from Wellesley Island

12

Spectacular views of the 1000 Island Bridge and St. Lawrence Seaway

New York / Clayton

Clayton house

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly

Price per night from

$430

Price per night from

$430

Distance approx 13.52 km from Wellesley Island

27

NEW! Riverfront 1000 Islands Cabin on Pvt Island!

St. Lawrence County / Chippewa Bay

Chippewa Bay cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$195

Responds fast!
avg. 7 minutes

Price per night from

$195

Distance approx 4.25 km from Wellesley Island

22

New 1000 Islands-Murray Isle Cottage

New York / Clayton

Clayton house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$327

Price per night from

$327

Distance approx 8.24 km from Wellesley Island

4

Convenient location, close to downtown

New York / Clayton

Clayton house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$86

Price per night from

$86

Distance approx 4 km from Wellesley Island Show on Map

(6) Excellent 

23

Walk Downtown, Brand New...Boathouse Included!!!

New York / Alexandria Bay

Alexandria Bay townhouse

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$300

Price per night from

$300

Distance approx 15.57 km from Wellesley Island

12

Dodge Bay, Waterfront Cottage

New York / Cape Vincent

Cape Vincent cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Ask about children

Price per night from

$184

Price per night from

$184

Distance approx 2.87 km from Wellesley Island Show on Map

28

St. Lawrence River Estate

New York / Alexandria Bay

Alexandria Bay house

12 24 3 nights min

  • 12 bedrooms
  • sleeps 24
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$914

Price per night from

$914

Distance approx 13.21 km from Wellesley Island

20

St. Lawrence River Chippewa Bay Waterfront Cottage with Dock for Fishing & Swim

St. Lawrence County / Chippewa Bay

Chippewa Bay house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$229

Price per night from

$229