59+ Pet Friendly Hotels and Vacation Rentals in Chester |
  1. USA
  2. Connecticut
  3. Old Saybrook
  4. Chester

Chester Pet Friendly Vacation Rentals

About Chester Vacation Rentals

There are more than 59 places to stay in Chester and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Chester.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Chester, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Chester. Places to stay near Chester are 1114.29 ft² on average, with prices averaging US $473 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Chester with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Chester

Type Count
Vacation Homes 26
Holiday Apartments 15
Cottages 10

Use these Quick Filters to Find a Vacation Rental in Chester

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Chester.

Weather in Chester, CT

View the weather forecast for Chester before booking your hotel or rental.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Chester, CT

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Chester's attractions.


Norma Terris Theater
Chester Creek Marina
Mohegan Sun Casino
Mohegan Sun Arena
Ocean Beach Park
Toyota Presents Oakdale Theatre
Quinnipiac University
Wesleyan University
Essex Steam Train
Connecticut College
Hammonasset Beach State Park
Naval Submarine Base New London
Choate Rosemary Hall
United States Coast Guard Academy
Essex Library
New London Ferry Dock
Clinton Crossing Premium Outlets
US Coast Guard Academy
Branford Hills Plaza Shopping Center

Other Places to Stay in Chester, CT


Chester Creek Marina 54 Properties
Chester Center 49 Properties
Norma Terris Theater 49 Properties

Frequently Asked Questions About Chester?

What are the top vacation rentals in Chester?

Find the best options in or near Chester for pet-friendly travel. If you are planning a trip or vacation in Chester, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Chester:

How many PetFriendly vacation rentals are available in Chester?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 59 in the Chester area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Chester.

Nearby Neighborhood (2) 
Neighborhood Property Count
Deep River Center Pet Friendly Hotels and Vacation Rentals in Old Saybrook, Connecticut 25
Chester Center Pet Friendly Hotels and Vacation Rentals in Old Saybrook, Connecticut 49

People Also Ask

There are 59 Chester, CT Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Chester