Still Pond Vacation Rentals from CA $145: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals that Still Pond has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay : This vacation home rental outside of Still Pond is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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Our top choices for Still Pond vacation rentals

A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

1. Turtle Cove Room

Kent County

Jennifer M.

CA $269 total

includes taxes & fees

Nov 9 - Nov 10

A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

2. Beachcomber Suite

Kent County

"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...

Lisa E.

CA $281 total

includes taxes & fees

Nov 9 - Nov 10

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

3. Guest Suite for up to 2 in a Victorian on the Chester River

Millington

Quinton

CA $165 total

includes taxes & fees

Nov 9 - Nov 10

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

CA $212 total

includes taxes & fees

Nov 9 - Nov 10

A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

5. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

Aberdeen

Andy W.

CA $205 total

includes taxes & fees

Nov 11 - Nov 12

A garden path leading to a wooden building with a rustic appearance.

6. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

CA $389 total

includes taxes & fees

Nov 9 - Nov 10

A living room with teal walls, a black sofa, a patterned rug, a flat-screen TV on a wooden stand, and a painting on the wall.

7. Charming 2-bedroom house in Aberdeen with WiFi and AC

Aberdeen

christine

CA $135 total

includes taxes & fees

Nov 16 - Nov 17

A house with a blue front door, two windows, and a small porch.

8. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

lisa p.

CA $396 total

includes taxes & fees

Nov 12 - Nov 13

A spacious living area with a dining table, sofa, and a kitchen in the background.

9. Newly restored apartment in the heart of Chestertown

Chestertown

Susan A.

CA $475 total

includes taxes & fees

Nov 9 - Nov 10

A kitchen with a wooden island, built-in cabinets, and a window providing a view of the outdoors.

10. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Chestertown

"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...

Miriam G.

CA $392 total

includes taxes & fees

Nov 14 - Nov 15

A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

11. Country Get Away Studio Apartment

Elkton

JAMES V.

CA $145 total

includes taxes & fees

Nov 16 - Nov 17

A covered porch with a wooden bench, potted plants, and a decorative railing.

12. Wren Retweet- Country Estate in Center of C’Town

Chestertown

Mandy D.

CA $645 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

13. Historic Chesapeake City Stay

Chesapeake City

John P.

CA $424 total

includes taxes & fees

Nov 9 - Nov 10

A building with a gabled roof and a circular vent on the roof.

14. BAYSIDE BUNGALOW

Rock Hall

Diane V.

CA $425 total

includes taxes & fees

Nov 9 - Nov 10

A single-story white house with a front porch, a mailbox, and a number '715' on the door.

15. Watch Deer from a Farm Cottage

Bel Air

Claudia L.

CA $428 total

includes taxes & fees

Nov 9 - Nov 10

A bedroom with a bed, a nightstand, and a window overlooking a deck with outdoor furniture.

16. 5-bedroom vacation home 5 minutes from historic Charlestown

Perryville

Teresa M.

CA $728 total

includes taxes & fees

Dec 1 - Dec 2

A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

17. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Chesapeake City

John

CA $397 total

includes taxes & fees

Nov 10 - Nov 11

A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

18. Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit

jerel p.

CA $314 total

includes taxes & fees

Nov 19 - Nov 20

19. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Port Deposit

Don S.

CA $274 total

includes taxes & fees

Nov 9 - Nov 10

A wooden deck with lounge chairs and a dock extending into calm water.

20. Waterfront house with amazing views. Top of the Chesapeake

Perryville

Lee Anne K.

CA $720 total

includes taxes & fees

Nov 10 - Nov 11

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Top Still Pond Hotel Reviews

Comfort Inn & Suites Chestertown

10/10 Excellent

"The front desk staff were so nice, room very clean."

Find out more about Still Pond

Everything you need to know about Still Pond 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 Still Pond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Still Pond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Still Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Still Pond. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Still Pond vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Still Pond vacation rentals we have selected for you start as low as CA $145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Still Pond rentals

At Expedia, we put the best Still Pond 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 Still Pond 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 Still Pond 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 Still Pond. 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

Can I find a vacation rental in Still Pond?

Yes, we give you a choice of vacation rentals close to the most popular sights in Still Pond, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Still Pond has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental outside of Still Pond is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Still Pond?

While exploring the area, visit family-friendly sights like Havre de Grace Maritime Museum, or get outside and enjoy nature at Betterton Beach. Washington College and Historical Society of Kent County Maryland are a couple of places you'll find in the larger area.

What are vacation rentals like in Still Pond?

Vacation rentals are privately owned properties you can stay in for several days or more in Still Pond. Vacation rentals offer amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Still Pond vacation rentals

1. Turtle Cove Room

2. Beachcomber Suite

3. Guest Suite for up to 2 in a Victorian on the Chester River

4. First Floor Studio Apartment in Historic Chestertown

5. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

6. Secluded Cottage in Middle of Chestertown

7. Charming 2-bedroom house in Aberdeen with WiFi and AC

8. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

9. Newly restored apartment in the heart of Chestertown

10. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

11. Country Get Away Studio Apartment

12. Wren Retweet- Country Estate in Center of C’Town

13. Historic Chesapeake City Stay

14. BAYSIDE BUNGALOW

15. Watch Deer from a Farm Cottage

16. 5-bedroom vacation home 5 minutes from historic Charlestown

17. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

18. Quarry Landing - Center of Town & River View - 3 Bedroom

19. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

20. Waterfront house with amazing views. Top of the Chesapeake

Find vacation rentals that suit your style

Top Still Pond Hotel Reviews

Comfort Inn & Suites Chestertown

Hampton Inn & Suites Edgewood/Aberdeen-South

Comfort Inn & Suites Aberdeen near APG

Quality Inn & Suites Bel Air I-95 Exit 77A

The Lodge at Great Oak Landing

Find out more about Still Pond

Frequently asked questions

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