Holiday homes in Chesapeake (Page 4)

Enjoy your stay and find the best Holiday homes in Chesapeake at affordable prices

Searching for a holiday home in Chesapeake (Virginia)? Explore a great selection of vacation homes in Chesapeake to find the one that best fits to your needs, starting from $117 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chesapeake and region (30 miles)

Irish Blessings

Holiday home in Virginia Beach near Chesapeake, Virginia

Situated in Virginia Beach, a few steps from Sandbridge Beach and 5 km from Back Bay National Wildlife Refuge, Irish Blessings features air-conditione...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $339.67 Show details »

Sea Glass Bay

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 100 metres from Sandbridge Beach and 4.7 km from Back Bay National Wildlife Refuge, Sea Glass Bay provides air-conditioned ...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $302.33 Show details »

Lazy Day-Z

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 200 metres from Sandbridge Beach and 4.8 km from Back Bay National Wildlife Refuge, Lazy Day-Z provides air-conditioned acc...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $333.14 Show details »

Gamma's Wharf

Holiday home in Virginia Beach near Chesapeake, Virginia

Situated in Virginia Beach, 4.7 km from Back Bay National Wildlife Refuge and 16 km from Military Aviation Museum, Gammas Wharf features air-condition...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $240.43 Show details »

Beach B'inge

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, a few steps from Sandbridge Beach and 4.8 km from Back Bay National Wildlife Refuge, Beach Binge offers free WiFi and air c...

Parking
Pets allowed

no reviews

from $457.00 Show details »

At The Bend

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 1.6 km from Sandbridge Beach and 5.3 km from Back Bay National Wildlife Refuge, At The Bend offers free WiFi, a garden and ...

Parking

no reviews

from $154.71 Show details »

Off The Board

Holiday home in Virginia Beach near Chesapeake, Virginia

Set in Virginia Beach, 4.4 km from Back Bay National Wildlife Refuge and 17 km from Military Aviation Museum, Off The Board offers air-conditioned acc...

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $192.33 Show details »

Brigadune

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 4.6 km from Back Bay National Wildlife Refuge and 16 km from Military Aviation Museum, Brigadune offers free WiFi and air c...

Parking

no reviews

from $224.00 Show details »

Samay Wasi

Holiday home in Virginia Beach near Chesapeake, Virginia

Boasting air-conditioned accommodation with a private pool, Samay Wasi is set in Virginia Beach.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $181.33 Show details »

Sail Away

Holiday home in Virginia Beach near Chesapeake, Virginia

Set in Virginia Beach, 400 metres from Sandbridge Beach and 4 km from Back Bay National Wildlife Refuge, Sail Away offers air-conditioned accommodatio...

Parking

no reviews

from $185.86 Show details »

Diggity Dunes

Holiday home in Virginia Beach near Chesapeake, Virginia

Boasting air-conditioned accommodation with a private pool, Diggity Dunes is set in Virginia Beach.

Parking
Outdoor pool
Swimming pool
Swimming Pool

Passable 1 Reviews 5.0

from $384.71 Show details »

Pearl by the Sea

Holiday home in Virginia Beach near Chesapeake, Virginia

Set in Virginia Beach, Pearl by the Sea offers accommodation with a private pool, a patio and sea views.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Good 2 Reviews 8.0

from $315.00 Show details »

Sandy Castle

Holiday home in Virginia Beach near Chesapeake, Virginia

Featuring air-conditioned accommodation with a private pool, Sandy Castle is set in Virginia Beach.

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

price on demand Show details »

Minutes to the beach! 4-bedroom home, fr...

Holiday home in Hampton near Chesapeake, Virginia , 1909 Zinzer Road

Minutes to the beach! 4-bedroom home, free parking is located in Hampton, 44 km from Busch Gardens & Water Country, 19 km from Virginia Living Museum,...

Parking
Family rooms
Kids' outdoor play equipment

Superb 24 Reviews 9.0

from $229.58 Show details »

Shirley's Buckroe Beach House

Holiday home in Hampton near Chesapeake, Virginia , 507 North 1st Street Hampton Virginia 23664

Situated 600 metres from Buckroe Beach, 46 km from Busch Gardens & Water Country and 21 km from Virginia Living Museum, Shirleys Buckroe Beach House p...

Parking

Disappointing 2 Reviews 4.0

from $500.00 Show details »

Beach Embassy

Holiday home in Virginia Beach near Chesapeake, Virginia

Situated in Virginia Beach, a few steps from Sandbridge Beach and 3.8 km from Back Bay National Wildlife Refuge, Beach Embassy offers free WiFi and ai...

Parking

no reviews

from $386.67 Show details »

Atlantic Villa Fran-to-Sea

Holiday home in Virginia Beach near Chesapeake, Virginia

Featuring air-conditioned accommodation with a private pool, Atlantic Villa Fran-to-Sea is set in Virginia Beach.

Parking
Fitness centre
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $500.00 Show details »

Charming Hampton Home Less Than 2 Mi to...

Holiday home in Hampton near Chesapeake, Virginia

Charming Hampton Home Less Than 2 Mi to Buckroe Beach is set in Hampton, 43 km from Busch Gardens & Water Country, 19 km from Virginia Living Museum, ...

Parking

no reviews

from $408.00 Show details »

4 the 9

Holiday home in Virginia Beach near Chesapeake, Virginia

Situated in Virginia Beach, 100 metres from Sandbridge Beach and 3 km from Back Bay National Wildlife Refuge, 4 the 9 features air-conditioned accommo...

Parking
Sauna
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $250.29 Show details »

Pelican Haven

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 100 metres from Sandbridge Beach and 3 km from Back Bay National Wildlife Refuge, Pelican Haven provides air-conditioned ac...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $1.280.55 Show details »

Family-Friendly Hampton Home Near Beach!

Holiday home in Hampton near Chesapeake, Virginia

Set in Hampton, 44 km from Busch Gardens & Water Country and 20 km from Virginia Living Museum, Family-Friendly Hampton Home Near Beach! provides acco...

Parking

no reviews

from $230.00 Show details »

The Sandlot

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 2.5 km from Back Bay National Wildlife Refuge and 19 km from Military Aviation Museum, The Sandlot provides air-conditioned...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $304.43 Show details »

Ocean Heart

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, 200 metres from Sandbridge Beach and 2.2 km from Back Bay National Wildlife Refuge, Ocean Heart provides air-conditioned ac...

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $356.33 Show details »

By The Beach

Holiday home in Virginia Beach near Chesapeake, Virginia

Located in Virginia Beach, By The Beach provides accommodation with a private pool, a balcony and sea views.

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $278.00 Show details »

Hampton Home with Fireplace and Close to...

Holiday home in Hampton near Chesapeake, Virginia

Featuring a spa bath, Hampton Home with Fireplace and Close to Beaches! is located in Hampton.

Parking

no reviews

from $423.00 Show details »

Number of Holiday homes in Chesapeake	118
Number of guest ratings	10309
Average price per night	$370.45
Lowest price per night	$117.00
Highest price per night	$640.97

Most popular Holiday-homes in Chesapeake

The most popular Holiday-homes in Chesapeake based on average guest rating (Top 10).

Cheapest Holiday-homes in Chesapeake

The cheapest Holiday-homes in Chesapeake based on room rate per night (Top 10).

The Lucas Cheery House with Fenced Backyard!

Holiday home in Chesapeake, Virginia

The Lucas Cheery House with Fenced Backyard! is located in Chesapeake, 23 km from Virginia Beach National Golf...

Parking
Fitness centre

from $142.00

The Sparks Home! Relaxing Space + Lux Kitchen

Holiday home in Chesapeake, Virginia

Located 33 km from Mount Trashmore Park, 34 km from Virginia Beach National Golf Club and 40 km from Naval Air...

Parking
Family rooms

from $202.50

Fabulous 4 Reviews 9.0

Bright Chesapeake Home Near Shopping and Dining

Holiday home in Chesapeake, Virginia

Situated in Chesapeake, 25 km from Topgolf Virginia Beach, 30 km from Mount Trashmore Park and 32 km from Virg...

Parking

from $249.00

Most booked Holiday-homes in Chesapeake

The most booked Holiday-homes in Chesapeake based on popularity with guests (Top 10).

Holiday homes in Chesapeake (Virginia), comfortable and familiar

Staying in a holiday or vacation home in Chesapeake can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Chesapeake for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Chesapeake should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Check availability

Holiday homes in Chesapeake (Page 4)

Enjoy your stay and find the best Holiday homes in Chesapeake at affordable prices

Most popular Holiday-homes in Chesapeake

Cheapest Holiday-homes in Chesapeake

Most booked Holiday-homes in Chesapeake

Holiday homes in Chesapeake (Virginia), comfortable and familiar

Find the best Holiday home in Chesapeake for your needs