Photo by Kacy Kish

Topping Holiday Rentals

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Holiday Rentals in Topping

Waterfront Topping Vacation Home w/ Boat Dock!
10.0 out of 10, Exceptional, (6)
"Great place to unwind, relax, spend quality with the family. Bill’s “Rivah house” was clean and has all the essentials we needed for a great weekend. Enjoyed hanging out on the deck, fishing and crabbing on the dock, and kayaking! Bill is great host and communicated with us early, Hope to come back soon!"
Waterfront Topping Vacation Home w/ Boat Dock!
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (29)
"Little blue cottage was perfect. We wouldn’t change a thing. So nicely appointed and such a beautiful location."
The Little Blue Cottage - Topping : Waterfront!
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (63)
"Nice"
Oceanfront White Stone Cottage w/ Private Beach!
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Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
9.6 out of 10, Exceptional, (38)
"Great location. Private beach. Nice quiet neighborhood."
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
Restored 1920's Cottage on 1 Acre w/ Fire Pit
9.4 out of 10, Exceptional, (45)
"My daughter, granddaughter and I stayed for 3 nights. It was wonderful. I wish we could have stayed longer."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (66)
"Perfect neighborhood - quiet and secluded yet close to town. The home has everything you need and is super cute - we loved the bee decorations. We’ve never stayed in a rental that was as clean as Bee Haven - super impressed by my neat freak self! We were also able to enjoy evening walks with our dog on Ware Neck Road. Thank you for the hospitality!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Mobjack Bay Rental on Private Cove!
10.0 out of 10, Exceptional, (2)
"The home was very comfortable and very peaceful. The amenities were wonderful! Very clean. The owner was responsive and kind. We would come back every time!"
Mobjack Bay Rental on Private Cove!
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
10.0 out of 10, Exceptional, (13)
"Everything went great! Very clean house and beautiful view! We enjoyed our stay!"
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (114)
"It was fantastic!! Beautiful property, clean well cared for home rental very well equipped. Felt like home ❤️hosts were also very nice and welcoming, responding to my inquiries very fast. We will definitely come back!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
Radiant Gloucester House w/ Private Porch!
9.8 out of 10, Exceptional, (12)
"Beautifully restored interior. Air conditioning worked great. Quiet street but only steps to Main Street. Especially good for visiting residents at Riverside Sanders which is just a block away."
Radiant Gloucester House w/ Private Porch!
Relaxing 1 bedroom 2019 Camper beside the Seven River
9.8 out of 10, Exceptional, (10)
"Although the actual camper was not the one advertised, our stay was filled with all the expected amenities Kimberly described. In a previous review someone mentions the rooster, he was quite pleasant, not at all like described in their review. The camper behind ours was closer than I would expect and not in the description, but it was not a total bother, I just adjusted the shades appropriately for privacy. Kimberly & her family were AMAZINGLY FRIENDLY! My 4yo was invited to meet the children,...
The price is NZ$319
includes taxes & fees
10 July - 11 July
10 Jul - 11 Jul
Relaxing 1 bedroom 2019 Camper beside the Seven River
Water front Oasis with pickle-ball court and hot tub
10.0 out of 10, Exceptional, (1)
"Had a great experience staying at the property. It was as clean and well maintained. The host Jessica was a delight to work with."
The price is NZ$3,868
includes taxes & fees
13 July - 14 July
13 Jul - 14 Jul
Water front Oasis with pickle-ball court and hot tub
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
10.0 out of 10, Exceptional, (22)
"We came to the area for our granddaughter’s graduation and it was only minutes from the high school. It was in close proximity to quite a few good restaurants and downtown Mathews! The host was quick to reply to any questions or comments that we had. If the opportunity presented itself, we would definitely stay here again!"
The price is NZ$548
includes taxes & fees
14 July - 15 July
14 Jul - 15 Jul
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
Room on river with sunset views and private beach!
10.0 out of 10, Exceptional, (19)
"Our rental was amazing. We had everything we needed. The view, comfort, cleanliness, weather and terrific Hosts."
Room on river with sunset views and private beach!
Monthly discount- beautiful house, Gloucester VA
10.0 out of 10, Exceptional, (13)
"We visit the area a lot to see family so I've stayed in quite a few rentals here. This is my first time at this property and I would stay again. Looks just like the listing. I appreciate the simple layout for our needs. 3 bedrooms meant we were comfortable at night. I thought the one king bed was pretty soft and the other firm; both comfy just think that's helpful to some to know. The living area and kitchen/dining space aren't huge but again you should know that from the pictures and it worked...
Monthly discount- beautiful house, Gloucester VA
Tranquil River House w/ Grill & Views, Near Town!
9.8 out of 10, Exceptional, (13)
"Memorial Day weekend my family and I wanted to get away and recharge. We have four children ranging from 16 - 6 y/o and 2 dogs. This rental property was perfect for us! When we were not at Hughlett Point Beach or Compass Entertainment Center, the children enjoyed the garage with darts, foosball and basketball. We be played games at night and enjoyed the morning sun out back. My husband and I were able to walk our dogs with ease and got to explore the neighborhood. I would recommend this property...
Tranquil River House w/ Grill & Views, Near Town!
Mid-century modern meets classic cape on the coast.
10.0 out of 10, Exceptional, (4)
"Very comfortable setting. Good location for nearby venues. Enjoyed our stay."
Mid-century modern meets classic cape on the coast.
Bay Front Small Contemporary
9.8 out of 10, Exceptional, (90)
"This property was so clean, the views out the windows were spectacular, and the water is right there! I greatly enjoyed the kayak and my dog just loved the privacy he had to play in the water. The host was extremely quick to respond and was one of the nicest hosts we've ever had. Highly recommend this spot and we can't wait to return!"
Bay Front Small Contemporary
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
10.0 out of 10, Exceptional, (180)
"Location is perfect for families with small children — beach access is a few feet away and the bay water is shallow/calm. Property is well-kept and has everything you could need. Loved our stay and will definitely be back."
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
Vacation Getaway on Chesapeake Bay
9.8 out of 10, Exceptional, (141)
"Enjoyed the solitude and was pleased to have my dog with me!"
Vacation Getaway on Chesapeake Bay
Don't see what you're looking for?
See all available properties in Topping
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.

Other types of properties in Topping you may be interested in

The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (29)
"Little blue cottage was perfect. We wouldn’t change a thing. So nicely appointed and such a beautiful location."
The Little Blue Cottage - Topping : Waterfront!
Waterfront Topping Vacation Home w/ Boat Dock!
10.0 out of 10, Exceptional, (6)
"Great place to unwind, relax, spend quality with the family. Bill’s “Rivah house” was clean and has all the essentials we needed for a great weekend. Enjoyed hanging out on the deck, fishing and crabbing on the dock, and kayaking! Bill is great host and communicated with us early, Hope to come back soon!"
Waterfront Topping Vacation Home w/ Boat Dock!
Holiday Inn Express Gloucester, an IHG Hotel
3.5 star property
7.2 out of 10, Good, (517)
"Very nice staff "
The price is NZ$216
includes taxes & fees
9 July - 10 July
9 Jul - 10 Jul
Holiday Inn Express Gloucester, an IHG Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Topping holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Topping. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Topping. Seeing all the best attractions is bound to make you fall in love with Topping. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Topping short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Topping?

Yes, there are holiday rentals close to the most popular sights in Topping, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Topping has to offer?

"Bee Haven" Cottage Retreat Near Colonial Williamsburg: This holiday home rental outside of Topping is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Topping?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Topping stay.

What can I see and do in Topping?

Explore the area and family-friendly sights such as Deltaville Maritime Museum, or get out into nature at a spot like White Stone Beach. In the wider area, you’ll find Deltaville Marina and Gwynn's Island Musuem.

What are holiday rentals like in Topping?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Topping. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.

Recent reviews of Topping properties
Expedia verified reviews