Middleton Vacation Home Rentals from CA $177: Search Top Private Vacation Homes for Rent

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Our top choices for Middleton vacation homes

A living room with a sofa, a glass coffee table, a kitchen area with a microwave, and a window.

1. Middleton Motel and Suits

Middleton

Stacy

CA $201 total

includes taxes & fees

Oct 30 - Oct 31

A living room with a marble coffee table, a potted plant, and a bookshelf.

2. Aurora Inn

Kingston

Hal

CA $188 total

includes taxes & fees

Nov 1 - Nov 2

A wooden deck with a wicker chair, overlooking a rocky shoreline and calm water.

3. Little Bird Inn

Margaretsville

Claire

CA $324 total

includes taxes & fees

Oct 13 - Oct 14

A garden with purple flowers, red chairs, and a red-roofed building.

4. Bridgetown Motor Inn

Bridgetown

Glenda

CA $177 total

includes taxes & fees

Oct 12 - Oct 13

A large, white, two-story house with a covered porch, snow on the ground, and a car parked in front.

5. Carleton Inn and Cottages

Bridgetown

Angela

CA $210 total

includes taxes & fees

Nov 2 - Nov 3

A large, two-story house with a prominent front porch and a staircase leading to the entrance.

6. The Granville Affair

Bridgetown

Daron

CA $222 total

includes taxes & fees

Oct 16 - Oct 17

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Top Middleton Hotel Reviews

Aurora Inn

10/10 Excellent

"Accueil exceptionnel, chambres belles, propres et lits confortables."

Ultra Private Oceanfront Cottage with Sunset Views

10/10 Excellent

"Kitchen and bathrooms amply stocked, quiet, charming, and a very peaceful getaway. We were super excited to see the seals in the water just down the drive from the house. Great launching point for day excursions to Digby, Annapolis Royal, and Halls Harbor/Wolfville. Absolutely loved the Sourdough Shack (everything SO good) just down the road and the Church Street Winery (John and friends made it feel warm/welcoming…like a pub experience (and the on-premise dogs were the sweetest)! We picked the week well for fall foliage, and loved our interactions everywhere we went…such wonderful communities!"

Bay of Fundy Retreat! Boasts the highest tides in the world.

10/10 Excellent

"The property was lovely. The bedroom windows overlooked the Bay of Fundy. I slept with the windows open and listened to the waves, so peaceful. The linens were beautiful, cupboards well stocked. I would stay again in a heartbeat!"

Cozy cottage with a hot tub on the bay of fundy

10/10 Excellent

"This property was perfect. You can feel the love and care that has gone in to making this place amazing. So clean. Everything you need for as long as you need. I stayed 4 days. Next time it will be longer. Walks along the bay of fundi were so fun. So close to great food and beautiful walks. The sunset over the bay was spectacular! I am so grateful for such a fine place and the excellent communication with Jessica. She is the best. All good things at the cozy cabin."

Cozy bungalow and peaceful retreat in the heart of the scenic Annapolis Valley!

10/10 Excellent

"We stayed here Sept 26, 2026 weekend to attend family wedding and the home was perfect for two couples, lots of space and everything you could ever need when travelling was there when we checked in. Nice touches like fresh flowers in the rooms, homemade cookies, milk and coffee cream in the fridge, the hosts thought of everything."

Find out more about Middleton

Middleton Vacation Homes information

Number of reviews	817
Accommodation	9 Vacation Homes
Lowest Price	CA $177
Highest Price	CA $324

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middleton vacation homes

1. Middleton Motel and Suits

2. Aurora Inn

3. Little Bird Inn

4. Bridgetown Motor Inn

5. Carleton Inn and Cottages

6. The Granville Affair

Find vacation rentals that suit your style

Top Middleton Hotel Reviews

Aurora Inn

Middleton Motel and Suits

Ultra Private Oceanfront Cottage with Sunset Views

Storybook Craftsman Cottage - Annapolis Valley

Little Bird Inn

Bay of Fundy Retreat! Boasts the highest tides in the world.

Peaceful House, Calming Gardens + Kitchen + Wi-Fi

Cozy cottage with a hot tub on the bay of fundy

Cozy bungalow and peaceful retreat in the heart of the scenic Annapolis Valley!

Find out more about Middleton

Middleton Vacation Homes information

Explore a world of travel with Expedia

Middleton Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middleton vacation homes

1. Middleton Motel and Suits

2. Aurora Inn

3. Little Bird Inn

4. Bridgetown Motor Inn

5. Carleton Inn and Cottages

6. The Granville Affair

Find vacation rentals that suit your style

Top Middleton Hotel Reviews

Aurora Inn

Find out more about Middleton

Middleton Vacation Homes information

Explore a world of travel with Expedia