Properties

29 listings  

$495/night

Birdie 136

OwnerRez
2 Bedrooms • 1 Bath • Sleeps 2-4
Allows pets Internet Fireplace Beach View
Escape to a peaceful Lake Simcoe waterfront cottage in Jackson’s Point, featuring stunning lake views, a private beach, and free kayak access. Just 20 minutes from Hwy 404, this serene retreat offers the perfect blend of relaxation, outdoor adventure, and cozy comfort—ideal for couples, families, or a quiet getaway.

Photos Details Inquire


$500/night

Eagle 138

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 4-6
Allows pets Internet Fireplace Beach View

Escape to a peaceful Lake Simcoe waterfront cottage in Jackson’s Point, featuring stunning lake views, a private beach, and free kayak access.

Just 20 minutes from Hwy 404, this serene retreat offers the perfect blend of relaxation, outdoor adventure, and cozy comfort — ideal for couples, families, or a quiet getaway.

Photos Details Inquire


2 Bedrooms • 2 Baths • Sleeps 3-5
Allows pets Internet

Escape to this peaceful Lake Simcoe cottage retreat in beautiful Jackson’s Point, perfect for families and small groups seeking a relaxing lakeside getaway.

This cozy 2-bedroom cottage comfortably sleeps up to 5 guests and features a spacious living room with a fireplace, complimentary kayak access, and access to the resort’s private beach just minutes away.

Surrounded by nature and fresh lakeside air, this quiet retreat is only 20 minutes from the last exit of 404N.

Photos Details Inquire


3 Bedrooms • 1 Bath • Sleeps 4-8
Allows pets Internet Fireplace

Wake up to breathtaking Lake Simcoe views at this peaceful waterfront cottage retreat in Jackson’s Point.

Perfect for families and groups, this bright 3-bedroom getaway comfortably sleeps up to 8 guests and offers direct access to a private beach, complimentary kayak use, and a beautiful lakeside patio.

Surrounded by fresh air and quiet nature, this relaxing escape is just 20 minutes from the last exit of 404N — ideal for beach days, boating, hiking, and unforgettable lakeside memories.

Photos Details Inquire


$226/night

Boathouse 144F

OwnerRez
1 Bedroom • 1 Bath • Sleeps 2-3
Allows pets Internet Fireplace Beach View
Escape to a peaceful lakeside retreat on Lake Simcoe in Jackson’s Point. This spacious getaway offers stunning water views, a private sandy beach, and complimentary kayaks. Perfect for relaxing, boating, and making unforgettable memories—just 20 minutes from Hwy 404, yet a world away.

Photos Details Inquire


$174/night

Boathouse 144G

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beachfront
Unwind at a serene lakeside escape on Lake Simcoe in Jackson’s Point, where calm waters and fresh air create the perfect setting for relaxation. This cozy private suite offers beautiful lake views, a sandy beach just steps away, and complimentary kayak access—only 20 minutes from Hwy 404, yet peacefully removed from the city.

Photos Details Inquire


$300/night

Boathouse 144H

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beach View
Enjoy a peaceful lakeside escape on Lake Simcoe in Jackson’s Point, perfect for a relaxing getaway. This cozy private suite features beautiful water views, a sandy beach just steps away, and complimentary kayak access. Ideal for couples or small groups of up to 3 guests, all just 20 minutes from Hwy 404.

Photos Details Inquire


$180/night

First Tee 134A

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beach View
Escape to a peaceful lakeside retreat on beautiful Lake Simcoe in Jackson’s Point.
This cozy private room features a king bed, ensuite bath, and bright lakeview windows perfect for relaxing mornings.
Enjoy free kayak access, a private beach, and breathtaking waterfront sunsets.
Just 20 minutes from Hwy 404N, this quiet getaway is ideal for couples seeking fresh air, nature, boating, fishing, hiking, and unforgettable lakefront moments.

Photos Details Inquire


$180/night

Mayfair 8B

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beach View

Escape to a peaceful retreat in Jackson’s Point near beautiful Lake Simcoe.

This cozy private room features a king-size bed, ensuite bathroom, and bright golf course views perfect for relaxing mornings.

Guests can enjoy private beach access, complimentary kayaks, and quiet cottage-country surroundings just 20 minutes from Hwy 404N. Ideal for couples seeking nature, fresh air, boating, hiking, and relaxing weekend getaways.

Photos Details Inquire


$180/night

Mayfair 8C

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beach View

Enjoy a relaxing getaway near Lake Simcoe in this bright private room located in peaceful Jackson’s Point.

Featuring a king-size bed, ensuite bathroom, and golf course views, this cozy space is ideal for couples looking to recharge and unwind.

Guests also enjoy access to a private beach and complimentary kayaks during their stay.

Photos Details Inquire


$180/night

Mayfair 8D

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beach View

Relax in this cozy private room located near Lake Simcoe in beautiful Jackson’s Point.

Featuring a king-size bed, ensuite bathroom, and peaceful golf course views, the room offers a quiet escape perfect for couples and weekend travelers.

Guests can also enjoy private beach access and free kayaks nearby.

Photos Details Inquire


$180/night

Mayfair 8E

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Allows pets Internet Fireplace Beach View

Discover a peaceful getaway near Lake Simcoe in this cozy private guest room.

The room features a king-size bed, ensuite bathroom, and relaxing golf course views.

Guests can enjoy private beach access, complimentary kayaks, and nearby outdoor activities including boating, hiking, and fishing.

Photos Details Inquire

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