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

St Michaels Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for St Michaels vacation rentals

Outdoor dining

1. 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.
$246 nightly
The price is $246
Sep 20 - Sep 21
Total with taxes and fees
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Cottage | Outdoor dining

2. 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
$315 nightly
The price is $377
Oct 2 - Oct 3
Total with taxes and fees
Songbirds
Outdoor dining

3. 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
$272 nightly
The price is $272
Sep 21 - Sep 22
Total with taxes and fees
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Bar (on property)

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

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.6 out of 10, Exceptional, (4 reviews)
"lovely place to spend the weekend! had a good time!"
United States
charlotte a.
$298 nightly
The price is $298
Sep 20 - Sep 21
Total with taxes and fees
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Terrace/patio

5. 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
$272 nightly
The price is $272
Sep 20 - Sep 21
Total with taxes and fees
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
The Hide Out | Living room

6. 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
$183 nightly
The price is $183
Sep 23 - Sep 24
Total with taxes and fees
Extraordinary Huts
Exterior

7. The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
$202 nightly
The price is $202
Sep 20 - Sep 21
Total with taxes and fees
The Field View 2 by Tiny Away
Interior

8. 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
$272 nightly
The price is $272
Sep 20 - Sep 21
Total with taxes and fees
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
TV

9. The PigSty at the Secret Garden

The PigSty at the Secret Garden
Biddenden
$327 nightly
The price is $327
Sep 20 - Sep 21
Total with taxes and fees
The PigSty at the Secret Garden
Property grounds

10. 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.
$120 nightly
The price is $120
Sep 21 - Sep 22
Total with taxes and fees
Birch - Flimwell Park Lodges
1 bedroom, WiFi (surcharge)

11. 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
$272 nightly
The price is $272
Sep 30 - Oct 1
Total with taxes and fees
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Cottage | Interior

12. Vine Cottage

Vine Cottage
3.5 star property
Tenterden
Vine Cottage
1 bedroom, iron/ironing board, internet, bed sheets

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
$156 nightly
The price is $156
Sep 21 - Sep 22
Total with taxes and fees
Kick back and relax in this stylish apartment, 12 mins from Le Shuttle
1 bedroom, iron/ironing board, WiFi (free), bed sheets

14. 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
$191 nightly
The price is $191
Sep 20 - Sep 21
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
2 bedrooms, WiFi (free)

15. Summerhill by Suspire

Summerhill by Suspire
2.5 star property
Ashford
$192 nightly
The price is $231
Sep 20 - Sep 21
Total with taxes and fees
Summerhill by Suspire
Luxury Cabin | Living area | TV

16. 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, (38 reviews)
"Wonderful experience and accommodation"
United Kingdom
Lesley
$193 nightly
The price is $232
Oct 1 - Oct 2
Total with taxes and fees
Pinewood Camping Pods - At Port Lympne Reserve
Exterior

17. Seashell Cove - 2 bedrooms sleeps 6

Seashell Cove - 2 bedrooms sleeps 6
Dymchurch
$294 nightly
The price is $294
Sep 19 - Sep 20
Total with taxes and fees
Seashell Cove - 2 bedrooms sleeps 6
Deluxe Suite, Ensuite, Courtyard View | 1 bedroom

18. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (154 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
$72 nightly
The price is $87
Oct 1 - Oct 2
Total with taxes and fees
The Lower Bell
View from property

19. Chestnut Meadow Camping

Chestnut Meadow Camping
4.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (4 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
$84 nightly
The price is $100
Sep 20 - Sep 21
Total with taxes and fees
Chestnut Meadow Camping
Exterior

20. Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!

Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
Ashford
9.8 out of 10, Exceptional, (45 reviews)
"We had the best stay for my wife's birthday. Lovely surroundings, peace and quiet. The Rumwold hut was beautifully presented and well kitted out with everything you'd need. Helping to feed the lambs was just wonderful. Will certainly look to go and stay again."
United States
Anonymous traveler
$272 nightly
The price is $272
Sep 20 - Sep 21
Total with taxes and fees
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St Michaels Hotel Reviews

Holiday Inn Ashford North A20 by IHG

Holiday Inn Ashford North A20 by IHG

10/10 Excellent
"Good location for the Channel Tunnel and amenities in Ashford. Good breakfast. TVs need an upgrade in the rooms though! Bathroom ok, not amazing"
Jonathan 1-night trip
Posted 3 days ago
Holiday Inn Ashford North A20 by IHG

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 $87 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?

Converted barn / Oast House with amazing views and EV chargers: This vacation home rental near St Michaels is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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.