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Cottage vacation rentals in Southampton

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Top-rated cottage rentals in Southampton

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Cottage in Lion's Head

4.78 out of 5 average rating, 161 reviews

Lookabout Bay Waterview Cottage - The Lakehouse

The Lakehouse Cottage 2 night minimum stays 3 nights minimum stays on Holiday Weekends Four Guests Only Not Suitable for young children Come enjoy the beautiful Bruce Peninsula at the Lakehouse! The waterview cottage is an upper unit residence with a private entrance, steps from a Municipal dock located at Lookabout Bay. The Lakehouse cottage is located at a quiet family campground across the road from Lake Huron. Spend some time on the lake in the canoe and kayak provided for our guests.

Sep 21 – 28

G$36,116 GYD per night

Cottage in Meaford

4.93 out of 5 average rating, 135 reviews

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Nov 18 – 25

G$46,213 GYD per night

Cottage in Blyth

4.97 out of 5 average rating, 250 reviews

Up The Creek A-Frame Cottage

Relax in April at Up the Creek Aframe Cottage and receive $200 Spa Credit at Spa Essentials. Our Cottage over looks a stocked trout pond surrounded by trees. Enjoy 20 acres of walking trails that you can hike, cross country ski or snow shoe. Fish in the pond or at the creek. Curl up by the wood stove after a day in the nature. Canoe, kayak or swim in the pond during the spring, summer or fall. Fully stocked kitchen, BBQ, wood stove, fire pit and 3 piece bathroom. Wood and linens supplied.

Nov 19 – 26

G$36,614 GYD per night

Cottage in Meaford

4.91 out of 5 average rating, 181 reviews

Water's Edge - 4 Season Cottage

Comfy & cozy 3 bedroom year round cottage on the shores of Georgian Bay. Sleeps 6, washer/dryer, full kitchen w/dishwasher, living & dining w/fireplace, A/C, deck, BBQ, firepit & hot tub. Suits families with older children & couples. Lots of shopping, live entertainment, artisans & exquisite local fare. 30 min drive to Blue Mountain Village & the Spa. Close to the Bruce & Georgian Trails. Spectacular views of The Bay, The Blue Mountains and the best sunrises with your morning coffee.

Nov 28 – Dec 5

G$88,474 GYD per night

Cottage in Kemble

4.83 out of 5 average rating, 119 reviews

Georgian Bay Waterfront Oasis

Waterfront Cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. We have 150 feet of private shoreline. Enjoy the east facing view and stunning sunrises, relax on a lounger, go for a swim, fish off the shore or in the small row boat, have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

Jun 7 – 14

G$25,543 GYD per night

Cottage in Lion's Head

4.9 out of 5 average rating, 112 reviews

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs. Available for full weeks, Sat-Sat, July & August (check in/out day is Saturday). STA Permit: NBP-2021-425

Oct 24 – 31

G$26,128 GYD per night

Cottage in Elmwood

4.97 out of 5 average rating, 109 reviews

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

Sep 4 – 11

G$35,812 GYD per night

Cottage in Wiarton

4.95 out of 5 average rating, 153 reviews

Nature Lover’s Paradise

Relax in nature & style at our modern cottage. 10 min drive to Sauble Beach main strip. Enjoy panoramic views & breathtaking sunsets overlooking Lake Huron. Walk or drive to many beautiful beaches. Very peaceful area. Great place for family getaways. Fully equipped kitchen. Comfortable furniture. A/C in main areas. Campfire & kids playground. Max 8 adults or 12 people for families. Please note: 1) Bed lines & towels not included; 2) Guests are responsible for garbage disposal.

Oct 21 – 28

G$44,451 GYD per night

Cottage in Lion's Head

4.96 out of 5 average rating, 112 reviews

A Thousand Wishes

Our cottage nestled in beautiful Lion's Head will be a perfect home base for your adventurous getaway! So close to the little sandy beach, many shops and eateries, the marina and lighthouse. Come and discover the trails of the North as well as Tobermory's treasures! Your family will love that the Bruce Peninsula has so much to enjoy!!! Relax, smell the fresh air and make all your summer wishes come true ;) Welcome to your home away from home!!

May 7 – 14

G$33,934 GYD per night

Cottage in Saugeen Shores

4.94 out of 5 average rating, 101 reviews

Boho Cove - At the beach

Welcome to Boho Cove - A Couple's Cottage at Port Elgin's Main Beach Situated on our favorite lane, this location has all the beach feels. A sandy little path carries you to Port Elgin's harbor front & main beach. Surrounded by Lake Huron's waterfront coast and minutes away from all of our amazing hiking & biking trails. Enjoy one of the best sunsets in the world! This beautiful open concept cottage has been renovated from top to bottom.

Aug 18 – 25

G$57,362 GYD per night

Cottage in Goderich

4.94 out of 5 average rating, 143 reviews

Pretty Yellow Cottage with screened in Porch

Our beautiful yellow cottage has trees on four sides for added privacy, parking for two cars. Fire pit in the yard for evening campfires. The cottage itself has a cathedral ceiling and a nice open concept space for your enjoyment. There is a bedroom and a loft each with a queen bed. It's a short walk to the edge of the bluff, all roads in our community are paved and great for walking and cycling. Come, stay, relax and enjoy!

Oct 24 – 31

G$39,832 GYD per night

Cottage in South Bruce Peninsula

4.86 out of 5 average rating, 122 reviews

Lake Huron Hideaway, Waterfront

Amazing sunsets on the shores of Lake Huron. Well equipped 3 bedroom cottage with all of the amenities of home. Twenty minutes to Wiarton and Sauble Beach areas. There is a local shallow sand beach within 3.5 kilometres and boat launch close by. The beach is ideal for families and small children. Weekly rentals only Sunday - Sunday from June 23rd thru Sept 8th . 3 night minimum long weekends.

Oct 4 – 11

G$41,204 GYD per night

Vacation rentals for every style

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Popular amenities for Southampton cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Goderich

4.97 out of 5 average rating, 105 reviews

Little Bluestem Cottage

Nov 3 – 10

G$41,406 GYD per night

Cottage in Blyth

4.96 out of 5 average rating, 174 reviews

Corner Farm Cottage - Hot tub, by Cowbell Brew Co

Sep 30 – Oct 7

G$40,076 GYD per night

Cottage in Grey Highlands

4.93 out of 5 average rating, 138 reviews

Hilltop garden cottage

Oct 29 – Nov 5

G$45,033 GYD per night

Cottage in Lion's Head

4.88 out of 5 average rating, 106 reviews

Little Pike Bay "GOLF" Getaway

Oct 20 – 27

G$82,776 GYD per night

Cottage in Kimberley

4.87 out of 5 average rating, 307 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Aug 1 – 8

G$116,554 GYD per night

Cottage in Southampton

4.98 out of 5 average rating, 86 reviews

Beach House Cottage with Hot Tub

Nov 2 – 9

G$42,153 GYD per night

Cottage in Tiverton

4.78 out of 5 average rating, 32 reviews

Lake Huron Sunsets at the A-Frame | Cedar Hot tub

Sep 16 – 23

G$35,929 GYD per night

Cottage in Southampton

4.95 out of 5 average rating, 57 reviews

Your boutique hideaway - The Summer House

Nov 27 – Dec 4

G$55,122 GYD per night

Pet-friendly cottage rentals

Cottage in Kincardine

4.76 out of 5 average rating, 112 reviews

Rustic Lakeview Cottage, steps to the beach!

Feb 15 – 22

G$31,193 GYD per night

Cottage in Northern Bruce Peninsula

4.94 out of 5 average rating, 163 reviews

Glamping Cabin Nature Retreat

Apr 9 – 16

G$58,907 GYD per night

Cottage in Southampton

4.78 out of 5 average rating, 9 reviews

The Green Acres Cottage

Feb 6 – 13

G$35,174 GYD per night

Cottage in Kincardine

4.94 out of 5 average rating, 94 reviews

Cozy modern cottage on the beach

Feb 25 – Mar 4

G$27,997 GYD per night

Cottage in Southampton

5.0 out of 5 average rating, 17 reviews

Surfhütte on Chantry Beach in Southampton Ontario.

Dec 26 – Jan 2

G$65,383 GYD per night

Cottage in Sauble Beach

4.81 out of 5 average rating, 58 reviews

Sauble Beach Sandy Bungalow

Sep 12 – 19

G$29,746 GYD per night

Cottage in Sauble Beach

4.97 out of 5 average rating, 86 reviews

COMPLETELY RENOVATED cottage -steps from the Beach

Mar 23 – 30

G$37,015 GYD per night

Cottage in Port Elgin

5.0 out of 5 average rating, 11 reviews

Three Bedroom Cottage in Gobles Grove, Port Elgin

Mar 18 – 25

G$35,333 GYD per night

Private cottage rentals

Cottage in Port Elgin

4.85 out of 5 average rating, 13 reviews

Cozy Lake Huron Cottage Close to Bruce Power

Nov 18 – 25

G$24,121 GYD per night

Cottage in Southampton

4.79 out of 5 average rating, 82 reviews

The Artist’s Lakehouse

May 12 – 19

G$30,259 GYD per night

Cottage in Southampton

4.9 out of 5 average rating, 21 reviews

The Birches of Southhampton steps from Lake Huron

May 28 – Jun 4

G$30,759 GYD per night

Cottage in South Bruce Peninsula

5.0 out of 5 average rating, 11 reviews

Sauble River Cottage

Dec 2 – 9

G$22,954 GYD per night

Cottage in Port Elgin

5.0 out of 5 average rating, 13 reviews

The Summers on Mill

May 20 – 27

G$48,947 GYD per night

Cottage in Port Elgin

5.0 out of 5 average rating, 20 reviews

3 bedroom peaceful country oasis

Mar 16 – 23

G$45,765 GYD per night

Cottage in South Bruce Peninsula

4.94 out of 5 average rating, 32 reviews

Lakeview Luxury: Modern Bruce County Cottage Oasis

Sep 12 – 19

G$38,806 GYD per night

Cottage in Sauble Beach

5.0 out of 5 average rating, 4 reviews

Lake Huron Beach Escape

Feb 21 – 28

G$39,461 GYD per night

Quick stats about cottage rentals in Southampton

Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
960 reviews
Nightly prices starting at
G$6,270 GYD before taxes and fees

Destinations to explore