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St Michaels Vacation Rentals

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for St Michaels vacation rentals

Outdoor dining

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
9.4 out of 10, Exceptional, (14 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
$270 nightly
The price is $270
Jul 29 - Jul 30
Total with taxes and fees
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Cottage | Outdoor dining

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
$313 nightly
The price is $375
Aug 5 - Aug 6
Total with taxes and fees
Songbirds
Outdoor dining

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
9.6 out of 10, Exceptional, (4 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.
$270 nightly
The price is $270
Jul 29 - Jul 30
Total with taxes and fees
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Terrace/patio

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)
"Lovely location Will definitely return in the summer months to enjoy the views Great food and service at the pub on site"
United States
Anonymous traveler
$270 nightly
The price is $270
Jul 29 - Jul 30
Total with taxes and fees
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Bar (on property)

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

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
10.0 out of 10, Exceptional, (2 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.
$296 nightly
The price is $296
Aug 3 - Aug 4
Total with taxes and fees
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
The Hide Out | Living room

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (43 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
$186 nightly
The price is $186
Aug 4 - Aug 5
Total with taxes and fees
Extraordinary Huts
Exterior

The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
$201 nightly
The price is $201
Aug 2 - Aug 3
Total with taxes and fees
The Field View 2 by Tiny Away
Deluxe Suite, Ensuite, Courtyard View | 1 bedroom

The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very Good, (151 reviews)
"Rooms are spotless, comfy bed, staff are lovely. Easy check in and out. "
United Kingdom
Eleanor
$77 nightly
The price is $92
Jul 30 - Jul 31
Total with taxes and fees
The Lower Bell
Interior

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
$270 nightly
The price is $270
Jul 29 - Jul 30
Total with taxes and fees
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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
$154 nightly
The price is $154
Aug 4 - Aug 5
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
1 bedroom, WiFi (surcharge)

The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom

The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom
Rye
8.8 out of 10, Excellent, (5 reviews)
"We enjoyed our short break in excellent accommodation, which was perfect for our needs. Clearly a lot of thought had gone in to the accommodation and everything had been finished to a high standard. We would certainly stay there again if we are in the area and would recommend to anyone who is visiting East Sussex, an perfect base for many local National Trust places."
United States
Anonymous traveler
$256 nightly
The price is $256
Jul 30 - Jul 31
Total with taxes and fees
The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom
Property grounds

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
Aug 3 - Aug 4
Total with taxes and fees
Birch - Flimwell Park Lodges
Cottage | Interior

Vine Cottage

Vine Cottage
3.5 star property
Tenterden
$599 nightly
The price is $718
Aug 28 - Aug 29
Total with taxes and fees
Vine Cottage
View from property

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (3 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
$81 nightly
The price is $98
Aug 6 - Aug 7
Total with taxes and fees
Chestnut Meadow Camping
Property grounds

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

Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
maidstone
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful stay we enjoyed seeing in the new year in such a beautiful location, thank you very much"
United Kingdom
Madeline K.
$278 nightly
The price is $278
Aug 5 - Aug 6
Total with taxes and fees
Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
Exterior

Seashell Cove - 2 bedrooms sleeps 6

Seashell Cove - 2 bedrooms sleeps 6
Dymchurch
$308 nightly
The price is $308
Jul 29 - Jul 30
Total with taxes and fees
Seashell Cove - 2 bedrooms sleeps 6
Exterior

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)
"If you love sheep and want to spend a few days in a romantic atmosphere, this place is just perfect! The view is magnificent. We are so happy we had this experience."
United States
Anonymous traveler
$270 nightly
The price is $270
Aug 2 - Aug 3
Total with taxes and fees
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
Exterior

Oastbrook Glamping

Oastbrook Glamping
2.0 star property
Robertsbridge
10.0 out of 10, Exceptional, (1 review)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
United Kingdom
Sima
$210 nightly
The price is $252
Jul 29 - Jul 30
Total with taxes and fees
Oastbrook Glamping
Cabin | 1 bedroom, iron/ironing board, WiFi (free), bed sheets

Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
8.0 out of 10, Very Good, (3 reviews)
"The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful."
United Kingdom
David
$82 nightly
The price is $98
Aug 24 - Aug 25
Total with taxes and fees
Pet Friendly Private Cabin Town Eurotunnel Beach
2 bedrooms, iron/ironing board, WiFi, bed sheets

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
10.0 out of 10, Exceptional, (1 review)
"A great place to stay for us as a stop over on the way to France via the tunnel (20 mins drive).Really comfortable beds, very clean, newly renovated, with a small sitting room and two beds with 2 bathrooms. Just what we were looking for and they let dogs stay. We usually stay in a Premier Inn but this was far better value, plus the pub downstairs was excellent. Good choice of beer, great food and perfect hospitality - what more could you ask for?? Fully recommended!"
United States
Steven S.
$213 nightly
The price is $213
Aug 3 - Aug 4
Total with taxes and fees
2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover
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

Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

10/10 Excellent
"Great hotel to stay in, next to the beach. Hotel room was lovely, staff great."
lisa 2-night trip
Posted 15 hours ago
Hythe Imperial Hotel Spa & Golf

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 $92 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 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 Romney Hythe & Dymchurch Light Railway, 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.