Book Vacation Apartments in Chester
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Featured Apartments in Chester
First Floor Studio Apartment in Historic Chestertown
The price is NZ$258 per night
NZ$258
includes taxes & fees
20 Nov - 21 Nov
Book a stay at this golf apartment in Chestertown. Enjoy free WiFi, private pools, and a fitness center. Popular attraction Rolphs Wharf Marina is located nearby.
Pool
Hot tub
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Stay at this apartment in Pasadena. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Fort Smallwood Park and Compass Pointe Golf Courses are located nearby.
Pool
Kitchen
Cozy place close to the city dock
Stay at this apartment in Annapolis. Enjoy free WiFi, balconies, and an in-room coffeemaker. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping Center are located nearby.
Kitchen
Free WiFi
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Stay at this apartment in Annapolis. Enjoy free WiFi, a sauna, and a garden. Popular attractions U.S. Naval Academy Golf Club and Chesapeake Bay Bridge are located nearby.
Hot tub
Kitchen
Tranquility Awaits
Stay at this apartment in Annapolis. Enjoy free WiFi, a garden, and patios. Popular attractions Annapolis Bowl and Eisenhower Golf Course are located nearby.
Kitchen
Washer
Guest quarters at the inn - 204
Stay at this apartment in North Beach. Enjoy free WiFi, balconies, and cable/satellite TV service. Popular attractions Bayside History Museum and Chesapeake Beach Water Park are located nearby.
Kitchen
Free WiFi
Walk everywhere from this 1st floor dog-friendly apartment with parking, private backyard
Enjoy free WiFi, a water park, and a garden. Popular attractions Annapolis Maritime Museum and Annapolis Landing Marina are located nearby.
Kitchen
Washer
Cozy 1st Floor King George one bedroom apartment right across from USNA
The price is NZ$534 per night
NZ$534
includes taxes & fees
1 Dec - 2 Dec
Stay at this apartment in Annapolis. Enjoy free WiFi, patios, and in-room washers/dryers. Popular attractions John Smith House and William Paca House are located nearby.
Kitchen
Washer
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Stay at this apartment in Annapolis. Enjoy free WiFi and air conditioning. Popular attractions John Smith House and Annapolis City Dock are located nearby.
Kitchen
Washer
Coastal Kent Narrows Home on Bay
Stay at this apartment in Kent Narrows. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Chesapeake Bay Environmental Center and Paul Reed Smith Guitars are located nearby.
Kitchen
Washer
Charming Downtown 3rd Floor 1 Bedroom Apt
The price is NZ$472 per night
NZ$472
includes taxes & fees
1 Dec - 2 Dec
Stay at this apartment in Annapolis. Enjoy free WiFi, patios, and air conditioning. Popular attractions John Smith House and William Paca House are located nearby.
Kitchen
Washer
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
The price is NZ$622 per night
NZ$622
includes taxes & fees
2 Dec - 3 Dec
Stay at this apartment in Annapolis. Enjoy free WiFi, patios, and air conditioning. Popular attractions John Smith House and William Paca House are located nearby.
Kitchen
Washer
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.
^Eligibility requirements and conditions apply.
Chester Apartments essential information
Accommodation | 65 Apartments |
|---|---|
Lowest Price | NZ$185 |
Highest Price | NZ$622 |
Popular accommodation | First Floor Studio Apartment in Historic Chestertown, Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat, Cozy place close to the city dock, Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis, Tranquility Awaits, Guest quarters at the inn - 204, Walk everywhere from this 1st floor dog-friendly apartment with parking, private backyard, Cozy 1st Floor King George one bedroom apartment right across from USNA, COZY DOWNTOWN APARTMENT-Naval Academy Vicinity, Coastal Kent Narrows Home on Bay , Charming Downtown 3rd Floor 1 Bedroom Apt, 2nd floor Spacious Downtown Getaway- Across from US Naval Academy |
More accommodations in Chester
Top trending hotels in Chester
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is NZ$302 per night from 24 Nov to 25 Nov
NZ$302
includes taxes & fees
24 Nov - 25 Nov
8.8/10 Excellent! (1,694 reviews)
^Eligibility requirements and conditions apply