
Condo vacation rentals in Chesil Bank
Find and book unique condos on Airbnb
Top-rated condo rentals in Chesil Bank
Guests agree: these condos are highly rated for location, cleanliness, and more.

Top-Floor Beachfront Apartment. Stunning Sea Views
Experience stunning panoramic sea views from this spacious, top-floor beachfront penthouse, opposite Weymouth beach and moments from cafés, restaurants and the historic harbour. Weymouth is a charming seaside town with everything on your doorstep — from beachside cafés and harbour bistros to boutique shops and traditional fish & chips. Stroll along the promenade, enjoy the ice cream parlours, and take in the relaxed family-friendly atmosphere. Everything is on your doorstep & walking distance.
ValueFamilyKitchen
4.9 out of 5 average rating, 168 reviews
Your hideaway on Weymouth harbourside!
Harbour Hideaway....light and airy lower ground floor apartment with own courtyard in fantastic harbourside location. Permit parking for 1 car & dogs welcome for free! Main sandy beach 5 mins away and town is just across the bridge. NB/ there are two single beds in the bedroom and a drop down King Size bed in the lounge (not in a separate room). My second Airbnb is up the hill behind Hideaway & the reviews are lumped together by Air so that explains them! It's a sleep 6 house but no pets allowed
ValueLocationHospitality
4.94 out of 5 average rating, 396 reviews
Large 2 bedroom town centre flat with free parking
Located overlooking Dorchester’s beautiful, tranquil Borough Gardens, this very spacious two bedroom flat provides the perfect place to enjoy a break in splendid Dorset’s historic county town. The property is only a two minute walk from the main high street of the town with its shops, museums and historic buildings. It is also within easy, level walking distance to the two train stations and many bus routes. A free parking space included allows guests to visit all areas of the county with ease.
ValueFamilyCleanliness
4.99 out of 5 average rating, 146 reviews
Harbour Hideaway - 2 minute walk to the beach
"Pebbles throw to the beach" "Perfect Location!" Discover this charming 2-bedroom, 1-bathroom flat, ideal for up to 4 guests. Spacious living room with large bay windows. Kitchen with space to self cater and dining table. Bathroom with bath, shower and his & hers basins Enjoy the perfect location, just minutes from the train station, town centre, pavilion, and bus stop. And seconds from the beach and harbour. It is the perfect hub to explore the picturesque landscapes of the Jurassic coast.
FamilyValueQuiet
4.85 out of 5 average rating, 131 reviews
2 bed apartment overlooking harbour west bay
Apt 5 Pier Terrace is a modern refurbished 2 bed apartment on the first floor which gives it fantastic panoramic views of the harbour, sea and East cliff and beach. In the lounge, there is a fantastic window seat in the bay window where you can watch the whole of west bay harbour & sea. The apartment is light with a fully equipped kitchen and a large walk in shower. Outside the front door the beach is just 70 metres away with a green area outside the apartments and the harbour to the other side.
FamilyValueParking
4.85 out of 5 average rating, 190 reviews
Ground floor apartment near beach and town centre
This recently converted 2 bed self contained ground floor apartment with courtyard garden, which is featured on Homes Under The Hammer has also won a commendation from Weymouth Civic Society. It is located in the heart of Weymouth with each room equipped with WIFI and Smart TVs with Netflix and Amazon Prime. The beach and train station are approximately 100 yards away with easy access to bars and restaurants. There are plenty of shops nearby and the picturesque harbour is only a short walk away
ValueFamilyWalkability
4.92 out of 5 average rating, 146 reviews
The Cosy Crab Cave - Steps from Weymouth Harbour
Tucked one street behind the bustling main harbour at the heart of Weymouth is where you’ll find The Cosy Crab Cave. Less than 5 minutes walk from the beach and even closer to a plethora of pubs, restaurants and cafes, our location is ideal whether you’re after a lively beach weekend on your doorstep or a stepping stone to explore the rest of our idyllic county Dorset. A self contained apartment with private entrance, master bedroom and additional submarine room - ideal for 2 and cosy for 3!
ValueLocationEV charging
4.98 out of 5 average rating, 157 reviews
Town, sea & countryside on your doorstep
Little Pendower is a renovated early 1900s workshop on one of Bridport's most characterful streets. The best of town, sea & countryside awaits you! It's a short stroll to busy markets, cafes, restaurants & pubs. Beautiful beach & country walks are on the doorstep: West Bay and the Jurassic Coast are 1.5 miles away. The apartment is bright, comfortable and contemporary. On a quiet lane, detached, with private parking and patio, you're cosy and secure. Jonathan and Alicen warmly welcome you!
LocationFamilyLong stay
4.96 out of 5 average rating, 205 reviews
2 bed seafront apartment seconds from beach Dorset
Two-bed, first floor apartment in the iconic Old Shipyard Centre on the seafront at West Bay, Bridport. Its elevated position and floor to ceiling windows make the most of the spectacular sea views and offers plenty of space to relax, unwind and watch the world and waves roll by. Comfortably accommodates four (one double, one kingsize/twin) with private entrance, balcony, parking and WIFI. Open all year round, it's a perfect base to explore the beautiful Dorset coast and countryside.
LocationFamilyGetting around
4.95 out of 5 average rating, 236 reviews
Stunning Beachfront apartment overlooking the sea
A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.
LocationValueParking
4.92 out of 5 average rating, 522 reviews
Newly built self contained Annex in Weymouth
A new purpose built self-contained annex, located in one of Weymouth's most prestigious and quiet locations. Situated a few minutes walk from a local beach and with just a 10 minute walk to Weymouth harbour. The property is thoughtfully furnished to provide a comfortable experience. A large Juliet balcony and plenty of windows ensure a light and airy ambience. Private gated off road parking with security cameras leads to a rear self contained outdoor patio area and the main entrance.
FamilyLocationQuiet
4.97 out of 5 average rating, 198 reviews
Beachside View
Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.
ValueFamilyWalkability
4.91 out of 5 average rating, 159 reviewsPopular amenities for Chesil Bank condo rentals
Weekly condo rentals

Blue Lias Apt - Lyme Regis - 2 min walk to beach
FamilyValueAccuracy
4.98 out of 5 average rating, 181 reviews
Harbour Holiday let with picturesque views
FamilyLocationKitchen
4.83 out of 5 average rating, 191 reviews
Townhouse Flat
FamilyValueBiking
4.97 out of 5 average rating, 234 reviews
No.26 Marina view apartment with parking permit
FamilyLocationDecor
4.95 out of 5 average rating, 126 reviews
Fabulous Villa in Lyme Regis with Sea Views
FamilyValueBiking
4.95 out of 5 average rating, 266 reviews
Studio with off-street parking, private entrance
ValueFamilyOutdoor spaces
4.9 out of 5 average rating, 123 reviews
Joyful Panoramic Coastal Stay in Lyme Regis
LocationValueLayout
4.98 out of 5 average rating, 164 reviews
SPACIOUS GROUND FLOOR APARTMENT CLOSE TO BEACH
LocationFamilyOutdoor spaces
4.91 out of 5 average rating, 257 reviewsPet-friendly condo rentals

Beautiful Harbourside Apartment
LocationValueQuiet
4.98 out of 5 average rating, 388 reviews
Jurassic Coast Holiday | Summer Break Dorset
FamilyLocationLong stay
4.97 out of 5 average rating, 215 reviews
The Old Cream Rooms, flat in the centre of town
FamilyValueComfort
4.89 out of 5 average rating, 185 reviews
Couples Luxury Retreat
FamilyValueWalkability
4.95 out of 5 average rating, 142 reviews
Swallows Return - Alpacas - Tennis - 8 Acres
FamilyValueBathroom
4.93 out of 5 average rating, 302 reviews
Strongate View Apartment Jurassic Coast Dorset
LocationValueIndoor spaces
4.99 out of 5 average rating, 162 reviews
2 The Old Canteen. Two Minute Walk To Beach.
ValueLocationAccuracy
4.94 out of 5 average rating, 160 reviews
Beautiful riverside apartment, enclosed garden
LocationFamilyCheck-in
4.9 out of 5 average rating, 119 reviewsPrivate condo rentals

High-spec apartment, river views
FamilyLocationBreakfast
4.96 out of 5 average rating, 189 reviews
Idyllic Garden Studio - Couple’s Sanctuary by Sea
FamilyLocationCheck-in
4.93 out of 5 average rating, 779 reviews
Southfield Annexe
LocationValueWifi
4.82 out of 5 average rating, 214 reviews
The Nook Lyme Regis
ValueLocationCheckout
4.88 out of 5 average rating, 213 reviews
Luxury first floor apartment in Sherborne
FamilyValueWifi
4.85 out of 5 average rating, 127 reviews
Cosy Annex, Breakfast daily, HotTub, WiFi, Heating
LocationValueIndoor spaces
4.94 out of 5 average rating, 244 reviews
Beautiful Ground Floor Luxury Apartment
LocationFamilySleep quality
4.98 out of 5 average rating, 131 reviews
Lime Tree Lodge - West Wing, by the Jurassic Coast
LocationValueWifi
4.89 out of 5 average rating, 164 reviewsDestinations to explore
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- Condo rentals England
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- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Kimmeridge Bay
- Bournemouth International Centre
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- St Audrie's Bay
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort
- Poole Quay




