A rural landscape with a field, trees, and a bridge in the distance.

St Michaels Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for St Michaels vacation rentals

An open door leading to a wooden deck with a view of a green landscape and trees.

1. Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.6 out of 10, Exceptional, (14 reviews)
"This was our first of hopefully many visits and we loved the whole vibe x The bed was so comfortable and we had a wonderful time x"
United States
Anonymous traveler
$269 nightly
The price is $269
Oct 5 - Oct 6
Total with taxes and fees
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Outdoor spa tub

2. Elegant Cosy Hideaway (The Clarence)

Elegant Cosy Hideaway (The Clarence)
Doddington
$136 nightly
The price is $136
Oct 12 - Oct 13
Total with taxes and fees
Elegant Cosy Hideaway (The Clarence)
A cozy room with a bed, a small table, and a window overlooking a scenic landscape.

3. Songbirds

Songbirds
3.0 star property
Tenterden
10.0 out of 10, Exceptional, (1 review)
"Songbirds was so peaceful and quiet and would definitely go again The hosts were fantastic and very welcoming"
United Kingdom
Jessica
$311 nightly
The price is $373
Oct 6 - Oct 7
Total with taxes and fees
Songbirds
A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

4. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 reviews)
"A stunningly beautiful setting. Clean, tidy and, elegantly decorated and set out. Secure, peaceful and comfortable. We shall most definitely stay there again. Cannot recommend highly enough! ✨💫✨💫✨💫💚🌲💚💫✨💫✨"
United Kingdom
Diana
$177 nightly
The price is $177
Oct 8 - Oct 9
Total with taxes and fees
Extraordinary Huts
A wooden deck with a wooden chair and table, a blanket, and breakfast items.

5. Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.0 out of 10, Wonderful, (6 reviews)
"Great little property, surprisingly comfortable for a small space, nice rural views from the lovely hot tub, and great beer from the onsite brewery!"
United States
Harry I.
$244 nightly
The price is $244
Oct 4 - Oct 5
Total with taxes and fees
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
A wooden cabin with a hot tub, a covered deck, and a sign reading "Cascade."

6. Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.8 out of 10, Exceptional, (7 reviews)
"Found this place fairly last minute and couldn’t believe what a little gem it was. Gorgeous surroundings, an oasis of calm. We had a lovely stay."
United States
Anonymous traveler
$268 nightly
The price is $268
Oct 15 - Oct 16
Total with taxes and fees
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
A restaurant interior with wooden tables and chairs, a bar area with a bartender, and a brick wall with framed pictures.

7. Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (5 reviews)
"Has everything you need. Very clean and comfortable. Only problem was the light coming in early in the morning, may want to take a sleep mask with you if you’re a light sleeper. Other thank that could not fault it."
United States
Rebecca J.
$295 nightly
The price is $295
Oct 5 - Oct 6
Total with taxes and fees
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
A cozy living room with a sofa, a white furry chair, a wooden table, and a fireplace.

8. Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.6 out of 10, Exceptional, (39 reviews)
"Wonderful experience and accommodation"
United Kingdom
Lesley
$152 nightly
The price is $182
Nov 2 - Nov 3
Total with taxes and fees
Pinewood Camping Pods - At Port Lympne Reserve
A small wooden cabin with a porch, a bench, and a table.

9. The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
$200 nightly
The price is $200
Oct 4 - Oct 5
Total with taxes and fees
The Field View 2 by Tiny Away
A living room with a sectional sofa, a fireplace, and a TV mounted on the wall.

10. The Pigsty at the Secret Garden

The Pigsty at the Secret Garden
2.0 star property
Ashford
$265 nightly
The price is $318
Oct 6 - Oct 7
Total with taxes and fees
The Pigsty at the Secret Garden
A wooden balcony attached to a building with a large tree in the background.

11. A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye

A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye
Rye
10.0 out of 10, Exceptional, (2 reviews)
"A little gem nestled in the countryside with glorious views. Lucy’s apartment was spotlessly clean and tidy, comfortable and very well equipped. Lucy is an absolute hoot- very welcoming and full of suggestions of things to see or do. Perfect for dogs too, with a lovely enclosed garden and lots of walks from the location detailed in the information folder. Lots of lovely pubs nearby too including a local just across the way. We would definitely come back."
United Kingdom
Kerry H.
$173 nightly
The price is $173
Oct 5 - Oct 6
Total with taxes and fees
A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye
A covered wooden walkway leading to a building with large glass doors.

12. Birch - Flimwell Park Lodges

Birch - Flimwell Park Lodges
Ticehurst
10.0 out of 10, Exceptional, (1 review)
"very good clean room with excellent bathroom"
United States
james t.
$119 nightly
The price is $119
Oct 5 - Oct 6
Total with taxes and fees
Birch - Flimwell Park Lodges
A bedroom with a bed, a yellow sofa, and a skylight.

13. Kick back and relax in this stylish apartment, 12 mins from Le Shuttle

Kick back and relax in this stylish apartment, 12 mins from Le Shuttle
Mersham
$164 nightly
The price is $164
Oct 5 - Oct 6
Total with taxes and fees
Kick back and relax in this stylish apartment, 12 mins from Le Shuttle
A modern bedroom with a large bed, a bedside table, a desk, and a window.

14. The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Rye
9.8 out of 10, Exceptional, (8 reviews)
"Had a great time, thank you very much ! Would definitely stay again! Good location, easy to get into Rye and surounds."
United States
Anonymous traveler
$268 nightly
The price is $268
Oct 5 - Oct 6
Total with taxes and fees
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
A wooden deck with two wooden chairs and a table, a hot tub, and a building with a door open to a kitchen area.

15. Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (11 reviews)
"What a beautiful stay , peaceful , everything you could need for a well needed escape . Staff excellent , surroundings wonderful , bar / restaurant fantastic . Can’t wait to go back ."
United States
Anonymous traveler
$269 nightly
The price is $269
Oct 4 - Oct 5
Total with taxes and fees
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A brick house with a large open doorway leading to a dining area.

16. Vine Cottage

Vine Cottage
3.5 star property
Tenterden
Vine Cottage
A bedroom with a bed, bedside table, nightstand, and a ceiling light fixture.

17. Summerhill by Suspire

Summerhill by Suspire
2.5 star property
Ashford
$196 nightly
The price is $235
Oct 14 - Oct 15
Total with taxes and fees
Summerhill by Suspire
A rustic wooden cabin with a covered outdoor seating area, surrounded by lush greenery and a gravel path.

18. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
maidstone
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful stay we enjoyed seeing in the new year in such a beautiful location, thank you very much"
United Kingdom
Madeline K.
$273 nightly
The price is $273
Oct 5 - Oct 6
Total with taxes and fees
Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
A bedroom with a bed, two bedside lamps, a wardrobe, and a carpeted floor.

19. 2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover

2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover
Mersham
9.0 out of 10, Wonderful, (2 reviews)
"Lovely little apartment, perfect for our 24 hours in Ashford"
United Kingdom
Daniel K.
$211 nightly
The price is $211
Oct 5 - Oct 6
Total with taxes and fees
2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover
A foggy field with horses.

20. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
East Sussex
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous host. Private cabin, lovely log burner, absolutely magnificent bed ! Shower was great, everything you could need, like milk in the fridge, great coffee etc. lovely view in the morning of the horses, donkey and pony in the fields. Look forward to staying there again !"
United Kingdom
Mark
$189 nightly
The price is $189
Oct 5 - Oct 6
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
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 St Michaels Hotel Reviews

Ashford International Hotel & Spa

Ashford International Hotel & Spa

8/10 Good
"Good parking, although there was a of litter in the car park we looked for litter bins and couldn’t find any. Staff very friendly and helpful"
Chris 1-night trip
Posted 2 days ago
Ashford International Hotel & Spa

Find out more about St Michaels

Everything you need to know about St Michaels vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the St Michaels vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St Michaels vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St Michaels vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St Michaels. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit St Michaels in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St Michaels rentals

At Expedia, we put the best St Michaels vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top St Michaels rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St Michaels vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St Michaels. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in St Michaels?

Yes, we offer vacation rentals near popular points of interest in St Michaels, or you can choose a secluded option if you'd like a relaxing place to stay. Our travelers say St Michaels has a good selection of restaurants. Make sure you have time to check out the golf courses and gardens during your trip.

What are some of the best vacation home rentals that St Michaels has to offer?

DADIO's Barn - Indoor Swimming Pool 400 Years Old & Hot tub: This vacation home rental near St Michaels is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in St Michaels?

Explore the area and family-friendly sights such as Hop Farm Family Park, or get out into nature at a spot like High Weald. In the larger area, you’ll find The Chapel Down Winery and Gusbourne Estate Winery.

What’s a vacation rental in St Michaels like?

A vacation rental is a private property you can book for a couple of days or more in St Michaels. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for families.