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Chesapeake Beach Vacation Rentals

Find 74 available offers from 8 partners
Chesapeake Beach
Anytime
Guests
Chesapeake Beach
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Chesapeake Beach

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

Relax in a vacation rental at Chesapeake Beach

Go on a lovely visit to Chesapeake Beach in Maryland with the family or with a group of friends, and stay at one of the many vacation houses. This is typically a beautiful house on the beach.

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Chesapeake Beach rental with full kitchen.

House  Chesapeake Beach
Aug 24 - Aug 31
$162 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Chesapeake Beach with Grill

Chesapeake Beach, Sunderland, Maryland, United States
Kitchen
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House  Chesapeake Beach
Jun 1 - Jun 8
$399 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in North Beach with Patio, Grill & Yard + Water Views + Close to Beach

4.9
Outstanding (60 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Kitchen
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Cottage  Chesapeake Beach
Oct 5 - Oct 12
-19%
$271
$219 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Rental Cottage in North Beach with Yard, Patio & Grill

5.0
Outstanding (39 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Kitchen
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Chesapeake Beach and book a vacation rental with air conditioning.

Cottage  Chesapeake Beach
Jul 13 - Jul 20
-15%
$219
$185 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Chesapeake Beach with Patio, Grill & Jacuzzi

4.2
Very good (25 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Air conditioning
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House  Chesapeake Beach
Aug 17 - Aug 24
$158 per night
House ∙ 3 guests ∙ 1 bedroom

Wonderful Vacation Home in North Beach with Secret Garden

4.9
Outstanding (44 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Air conditioning
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House  Chesapeake Beach
Sep 7 - Sep 14
$199 per night
House ∙ 6 guests ∙ 3 bedrooms

House in North Beach with Patio, Grill & Yard

5.0
Outstanding (41 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Chesapeake Beach accommodation with high-speed internet.

House  Chesapeake Beach
Oct 5 - Oct 12
$423 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in North Beach with Yard, Grill & Patio

5.0
Outstanding (17 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Internet
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House  Chesapeake Beach
Jul 27 - Aug 3
$207 per night
House ∙ 9 guests ∙ 4 bedrooms

Nice Vacation Home in Chesapeake Beach with Grill & Patio

5.0
Outstanding (21 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Internet
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House  Chesapeake Beach
Aug 31 - Sep 7
$167 per night
House ∙ 6 guests ∙ 3 bedrooms

House in North Beach with Patio, Grill & Yard

5.0
Outstanding (86 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Internet
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Best Vacation Home Deals in Chesapeake Beach

Save up to 31%

Maisonette Chesapeake Beach
Jul 8 - Jul 15
-31%
$185
$128 per night
Maisonette ∙ 8 guests ∙ 1 bedroom

Lovely Duplex in North Beach

Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Jul 8 - Jul 15
-26%
$199
$148 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in North Beach

Chesapeake Beach, Sunderland, Maryland, United States
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Cottage Chesapeake Beach
Jul 14 - Jul 21
-22%
$219
$170 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Chesapeake Beach with Jacuzzi, Grill & Yard

4.2
Very good (25 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Free cancellation
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Find a vacation home that meets your preferences among the 74 unique rentals from several vacation rental websites in Chesapeake Beach. HomeToGo, a vacation rental search engine, immediately sorts all of these vacation rentals so you can save up to 34%!

Recommended Vacation Rentals in Chesapeake Beach

Find your perfect vacation rental in Chesapeake Beach: from $70 per night

House Chesapeake Beach
Aug 10 - Aug 17
$299 per night
House ∙ 9 guests ∙ 3 bedrooms

House in North Beach with Yard & Patio

4.4
Very good (3 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Aug 3 - Aug 10
$476 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in North Beach

Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Jul 27 - Aug 3
$220 per night
House ∙ 6 guests ∙ 3 bedrooms

Nice House in North Beach with Grill, Patio & Yard + Beach Nearby

4.9
Outstanding (96 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Jul 28 - Aug 4
$235 per night
House ∙ 8 guests ∙ 3 bedrooms

House in North Beach with Yard

5.0
Outstanding (6 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Jul 27 - Aug 3
$250 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in North Beach with Yard & Patio

4.7
Excellent (55 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Jul 13 - Jul 20
$171 per night
House ∙ 7 guests ∙ 1 bedroom

Vacation Home in Chesapeake Beach with Patio

Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Jul 8 - Jul 15
$317 per night
House ∙ 6 guests ∙ 3 bedrooms

House in North Beach with Patio & Yard

5.0
Outstanding (11 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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Apartment Chesapeake Beach
Jul 14 - Jul 21
$265 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in North Beach

4.8
Outstanding (19 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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Apartment Chesapeake Beach
Jul 14 - Jul 21
$217 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in North Beach

4.8
Outstanding (31 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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Budget-friendly Vacation Rentals in Chesapeake Beach

Find Fantastic yet Inexpensive Offers

Apartment Chesapeake Beach
Jul 14 - Jul 21
$217 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in North Beach

4.9
Outstanding (19 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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House Chesapeake Beach
Aug 17 - Aug 24
$127 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in North Beach

Chesapeake Beach, Sunderland, Maryland, United States
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Apartment Chesapeake Beach
Jun 28 - Jul 5
$217 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in North Beach + Close to Beach

5.0
Outstanding (25 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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Top-Rated Rentals and Accommodations in Chesapeake Beach

Book Vacation Rental Offers with the Highest User Rating

House Chesapeake Beach
Jul 27 - Aug 3
$244 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in North Beach with Grill

5.0
Outstanding (44 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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Apartment Chesapeake Beach
Jul 14 - Jul 21
$265 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Nice Rental Apartment in North Beach + Seasonal Views + Close to Beach

4.9
Outstanding (20 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
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Cottage Chesapeake Beach
Nov 4 - Nov 11
-32%
$249
$170 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Rental Cottage in North Beach with Grill & Yard

5.0
Outstanding (1 rating)
Chesapeake Beach, Sunderland, Maryland, United States
Free cancellation
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Popular Rental Amenities in Chesapeake Beach

  • Pet-friendly (19)
  • Pool (16)
  • WiFi (70)
  • Air conditioning (70)
  • TV (67)
  • Kitchen (57)
  • Washing machine (50)
  • Balcony/patio (25)
  • Grill (29)
  • Parking (9)
  • Microwave (51)
  • Dishwasher (34)

Listed above are the most frequently used filters in Chesapeake Beach and the number of accommodations that have them. Chesapeake Beach is the right destination to book a rental if you are looking for a pet-friendly rental or you want a rental with a pool, as the most common features are "Pets allowed" and "Pool." Plan your vacation in advance if you want to spend your vacation in privacy or you need a fenced-in backyard. There are just 1 listed properties including "Detached" and 6 properties including "Fenced."

The Weather in Chesapeake Beach

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43°
27°
14 days 14
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45°
28°
13 days 13
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54°
36°
13 days 13
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66°
45°
13 days 13
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75°
55°
15 days 15
max.
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82°
64°
13 days 13
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88°
70°
13 days 13
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84°
66°
12 days 12
max.
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79°
61°
9 days 9
max.
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68°
50°
11 days 11
max.
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55°
37°
9 days 9
max.
Min.
50°
36°
14 days 14
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. The highest average temperatures are in the month of July. On the contrary, the coolest month is January. The rainiest month is May while the driest month is September.

7-Day Weather Forecast in Chesapeake Beach

Mon, 20 May
68°
59°

60%

3 h

2 mi/h

Tue, 21 May
71°
69°

0%

4 h

9 mi/h

Wed, 22 May
78°
75°

0%

6 h

12 mi/h

Thu, 23 May
82°
69°

15%

1 h

3 mi/h

Fri, 24 May
71°
71°

10%

5 h

6 mi/h

Sat, 25 May
66°
64°

15%

0 h

12 mi/h

Sun, 26 May
73°
69°

10%

2 h

5 mi/h

Accommodations for your vacation in Chesapeake Beach

In Chesapeake Beach, house rental are the most prevalent type of accommodation. Additionally, house rental there have a median price $383 a night as well as a median size of 143 m². Moreover, most house rental in this destination can host 7 guests, which makes it a perfect destination for large groups. If you would like to rent something else, you can look for many other offers, such as cabin, which are the other very popular type of accommodation in Chesapeake Beach. Our data shows that the median price of cabin is $324 per night for an area of 155 m².
Where to find the best food in Chesapeake Beach?

The local cuisine

Once you are at the beach, then you will want to try the local fresh seafood. Abner's Crab House is known for its meaty and well-seasoned blue crabs which you can enjoy with a view of the Fishing Creek at the back. Or try the 'all you can eat mussels' with different flavors at Rod 'N Reel. If you are not into seafood, additional options are available.

Where are the unique attractions in Chesapeake Beach?

Chesapeake beach excursions

There are many activities that you can enjoy at Chesapeake Beach. Looking for an exciting group activity, try a fishing trip. Katherines Charter fishing is a professional company that makes fishing fun for everyone. Are you more interested in going for a hike, then try out the Chesapeake Beach Railway Trail where you can spot some wildlife.

Information about vacation rentals in Chesapeake Beach

🏡 Vacation rentals available 74 rentals
💳 Possible discounts up to 34%
🌙 Nightly prices starting at $70
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 19 homes
🏊 Vacation rentals with pools 17 homes

Frequently Asked Questions

What is the typical nightly price for a vacation home in Chesapeake Beach?

The average accommodation in Chesapeake Beach is priced at $70 per night. If you are looking for a house rental, the nightly price is $383 on average. A cabin Chesapeake Beach will cost on average $324 per night.

How many vacation rentals are available for booking in Chesapeake Beach?

Currently there are 74 rentals from 8 providers in Chesapeake Beach.

What amenities are most popular for vacation homes in Chesapeake Beach?

If you're looking to book a vacation rental in Chesapeake Beach, others search for accommodation with these amenities: Pets allowed, Pool and Internet.

How many vacation homes with pools are in Chesapeake Beach?

There are 17 rentals from 8 providers in Chesapeake Beach.

Are dogs allowed in vacation rentals in Chesapeake Beach?

Sure, there are 19 rentals in Chesapeake Beach that allow pets , with an average nightly price of $349.

What's the best time of year to travel to Chesapeake Beach?

Chesapeake Beach has its warmest time of year in July and August, with average nightly prices of $70.

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