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St Michaels Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for St Michaels vacation rentals

TV
Victory - idyllic holiday home in Hastings

Mobile Home in Hastings

Victory - idyllic holiday home in Hastings
10.0 out of 10, Exceptional, (1)
"Nice and Memorable stay "
United Kingdom
Kishore S.
$340 nightly
The price is $340
Jan 6 - Jan 7, 2026
Total with taxes and fees
Victory - idyllic holiday home in Hastings
Fridge, microwave, electric kettle, toaster
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Cabin in East Sussex

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
10.0 out of 10, Exceptional, (11)
"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
$157 nightly
The price is $157
Jan 8 - Jan 9, 2026
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Miscellaneous
Green Cottages

Cottage in Sittingbourne

Green Cottages
3.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
$338 nightly
The price is $405
Jan 4 - Jan 5, 2026
Total with taxes and fees
Green Cottages
Interior
New House Farm

Cottage in Robertsbridge

New House Farm
3.0 star property
$1,313 nightly
The price is $1,576
Jan 6 - Jan 7, 2026
Total with taxes and fees
New House Farm
Terrace/patio
Converted Granary in SE Kent UK

Vacation Home in Lyminge, nr Folkestone

Converted Granary in SE Kent UK
10.0 out of 10, Exceptional, (64)
"The Granary was a very comfortable place to stay. It had a good atmosphere and was well equipped. And it also offered very comfortable beds - the best we have ever slept in! And last but not least: the owners are very warm, friendly and generous people."
Netherlands
Dick T.
$179 nightly
The price is $179
Dec 27 - Dec 28
Total with taxes and fees
Converted Granary in SE Kent UK
1 bedroom, iron/ironing board, WiFi, bed sheets
Pet Friendly Private Cabin Town Eurotunnel Beach

Cabin in Hythe

Pet Friendly Private Cabin Town Eurotunnel Beach
9.0 out of 10, Wonderful, (2)
"Property clean & adequate...owner very pleasant & helpful."
United Kingdom
Jayne
$100 nightly
The price is $100
Jan 8 - Jan 9, 2026
Total with taxes and fees
Pet Friendly Private Cabin Town Eurotunnel Beach
Exterior detail
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.

Cottage in Mersham

2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
10.0 out of 10, Exceptional, (3)
"WE had an excellent stay with our two young grandchildren. It was perfectly located as we had visited Chatham historic dockyard and spending the next day at Tenterden heritage railway. So much so the youngest wanted to stay an extra night! The description is spot on, Our host extremely helpful with local knowledge. Highly recommend "
United Kingdom
Malcolm T.
$204 nightly
The price is $204
Dec 29 - Dec 30
Total with taxes and fees
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
Floor plan
Beach Lodge - 5 minute walk to the sandy beach

Mobile Home in Camber

Beach Lodge - 5 minute walk to the sandy beach
8.8 out of 10, Excellent, (9)
"Fantastic lodge near the beach on a great location in the park. Highly recommend "
United Kingdom
Laura J.
$355 nightly
The price is $355
Jan 1 - Jan 2, 2026
Total with taxes and fees
Beach Lodge - 5 minute walk to the sandy beach
Fridge, microwave, oven, coffee/tea maker
BridgeCity Central Maidstone Spacious 1 Bed Flat

Apartment in Maidstone

BridgeCity Central Maidstone Spacious 1 Bed Flat
10.0 out of 10, Exceptional, (1)
"We had a very comfortable stay. Clean apartment and easily accessible. Good communication from the host throughout the process. We would happily return."
United States
Craig C.
$209 nightly
The price is $209
Dec 31 - Jan 1, 2026
Total with taxes and fees
BridgeCity Central Maidstone Spacious 1 Bed Flat
Exterior
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Cottage in Benenden

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
9.4 out of 10, Exceptional, (13)
"A wonderful place for a holiday Nice location. Good opportunity for excursions to Hastings, Tenterden, Bodiam. Stop off at The Bull or the Milkhouse in Sissinghurst."
United States
Hartmut K.
$986 nightly
The price is $986
Jan 5 - Jan 6, 2026
Total with taxes and fees
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Exterior detail
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Cabin in Flimwell, Wadhurst

Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite
9.4 out of 10, Exceptional, (3)
"Our trip to the Shepherds Hut was nothing short of idyllic! Our host Jay was so helpful and kind, even going so far as to give us a lift to Tunbridge Wells when our pre-booked taxi didn't show up. The outdoor kitchen was so easy to use, and made an al fresco breakfast very lovely. We took full advantage of the firepit - logs and kindling provided for us - as well as the lovely walks nearby. I would recommend to anyone looking to get away for a bit of peace and beauty!"
United Kingdom
Josi K.
$125 nightly
The price is $125
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite
Garden
Pinewood Camping Pods - At Port Lympne Reserve

Camping in Hythe

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
9.4 out of 10, Exceptional, (30)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
$171 nightly
The price is $205
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pinewood Camping Pods - At Port Lympne Reserve
Terrace/patio
5 bedroom accommodation in Ashford

Cottage in Ashford

5 bedroom accommodation in Ashford
$3,061 nightly
The price is $3,061
Jan 5 - Jan 6, 2026
Total with taxes and fees
5 bedroom accommodation in Ashford
Exterior
Berisal

Cottage in Ashford

Berisal
3.0 star property
$1,676 nightly
The price is $2,012
Dec 29 - Dec 30
Total with taxes and fees
Berisal
TV
Rhodown - sun on the terrace all round

Mobile Home in Hastings

Rhodown - sun on the terrace all round
9.2 out of 10, Wonderful, (5)
"Lovely peaceful setting and the caravan had everything you would need and bonus being so close to Hastings"
United Kingdom
William E.
$351 nightly
The price is $351
Dec 28 - Dec 29
Total with taxes and fees
Rhodown - sun on the terrace all round
Cabin | Children's area
Big2vacation Exclusive Camber Sands Holiday Park

Chalet in Rye

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
$237 nightly
The price is $285
Jan 1 - Jan 2, 2026
Total with taxes and fees
Big2vacation Exclusive Camber Sands Holiday Park
1 bedroom
Glamping Pod - Pet Friendly

Cabin in East Sussex

Glamping Pod - Pet Friendly
$113 nightly
The price is $135
Jan 1 - Jan 2, 2026
Total with taxes and fees
Glamping Pod - Pet Friendly
Bar (on property)
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Cottage in Tenterden

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
10.0 out of 10, Exceptional, (1)
"We had a great time here for my boyfriends birthday. The hot tub is lovely and the surrounding area beautiful with lots of amenities. Feels very private even though you're next to 3 other huts. I'd really recommend it and will be coming back to stay"
United States
Anonymous traveler
$275 nightly
The price is $275
Jan 5 - Jan 6, 2026
Total with taxes and fees
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Exterior
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.

Apartment in Faversham

1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
9.4 out of 10, Exceptional, (3)
"Good acsess to town"
United Kingdom
Sonya
$192 nightly
The price is $192
Dec 29 - Dec 30
Total with taxes and fees
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
House, 1 Bedroom, Garden View | Garden
Calm Private Annex Ideal to Work, Rest & Explore

Apartment in Ashford

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
$108 nightly
The price is $130
Jan 5 - Jan 6, 2026
Total with taxes and fees
Calm Private Annex Ideal to Work, Rest & Explore
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
"Very efficient and friendly staff, lovely room and perfect location."
christine 1-night trip
Posted 2 days 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 $95 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.

Explore a world of travel with Expedia

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?

A fabulous Grade II listed converted 14th Century pub. Child and pet friendly: This vacation home near St Michaels offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself 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 London Beach Golf Course and The Chapel Down 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.