Vacation Rentals in Old Saybrook, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Luxury Cottage near Saybrook Point Marina- Dog Friendly!
9.5

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Outdoor Space · In Unit Laundry · Kitchen ·
From
$333/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Coop at the Beach- Beach, Dog and Family Friendly!
9.9

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Ceiling Fan · Balcony · Outdoor Space ·
From
$363/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
Charming Old Saybrook Cottage Less Than 1 Mi to Beach

No reviews

·
Old Saybrook
·
4 br
·
Sleeps 7
·
Dishwasher · In Unit Laundry · Kitchen ·
From
$368/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Grandmas Cottage with Sunroom Walk to Beach

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 5
·
Free Parking · Beach · Kitchen ·
From
$190/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Free Parking
Beach
Oven
Air Conditioning
Furnished
Wifi
Residents Lounge
Other spaces
Kitchen
SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO BEACH/OCEAN
9.8

Excellent

·
Old Saybrook
·
4 br
·
On Site Laundry · Fitness Center · Outdoor Space ·
From
$375/night
Check availability
Property
House · 4 Beds · 1 bath
Amenities
On Site Laundry
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
Waterfront Long Island Sound Luxury Home, Cornfield Ptold Saybrook, CT
10

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Ocean · Fitness Center · Waterfront ·
From
$1,333/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ocean
Fitness Center
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
Chalker Beach House Steps to the Water!

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Beach · Dishwasher · In Unit Laundry ·
From
$575/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Residents Lounge
Other spaces
Kitchen
Gorgeous top floor, high ceiling & brand new apartment!
10

Excellent

·
Old Saybrook
·
Studio
·
Sleeps 4
·
High Ceilings · Balcony · Beach ·
From
$214/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
High Ceilings
Beach
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Balcony, Kitchen

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NEW! Charming Old Saybrook Cottage
10

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 7
·
Toiletries · Tv · Microwave ·
From
$170/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Toiletries
Tv
Microwave
Ceiling Fan
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Kitchen
Spacious And Luxurious Beach Home Steps From The Water
10

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 8
·
High Ceilings · Ceiling Fan · Hardwood Floor ·
From
$403/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
High Ceilings
Ceiling Fan
Hardwood Floor
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
NEW LISTING!! Oceanfront sleeps 12 ~ 3bds 2bth Linens included
9.8

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 12
·
Ocean · Waterfront · Outdoor Space ·
From
$643/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ocean
Waterfront
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
NEW! ‘Grandma’s Cottage’ w/ Sunroom: Walk to Beach

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 5
·
Beach · In Unit Laundry · Kitchen ·
From
$163/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Beach
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Beautiful Cottage Cove!
9.5

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 8
·
Waterfront · Outdoor Space · Fireplace ·
From
$343/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Saybrook Manor Beach House
8

Very good

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Carpet · Ski In Ski Out · Hardwood Floor ·
From
$285/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Carpet
Ski In Ski Out
Hardwood Floor
Assigned Parking
Free Parking
Ocean
On Site Laundry
Waterfront
Other spaces
Workspace, Kitchen
3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc.
9.7

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 8
·
On Site Laundry · Dishwasher · In Unit Laundry ·
From
$240/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
NEW! Saybrook Manor House, Walk to Cove Beach!
9.2

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Ocean · On Site Laundry · Waterfront ·
From
$243/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Ocean
On Site Laundry
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
SUMMER WEEKS AVAILABLE in Old Saybrook CT
10

Excellent

·
Old Saybrook
·
2 br
·
Sleeps 5
·
Fitness Center · Workspace · Dishwasher ·
From
$230/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Fitness Center
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Residents Lounge
Other spaces
Workspace, Kitchen
Sweet Summer Beach House in Saybrook Manor

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Assigned Parking · Free Parking · On Site Laundry ·
From
$315/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
OCEAN/BEACH FRONT + HUGE YARD + WOOD STOVE
9

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 8
·
Ocean · Fitness Center · Waterfront ·
From
$526/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Ocean
Fitness Center
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
1910 Beach home: CT's most exquisite private beach!
10

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 10
·
Ocean · Waterfront · Outdoor Space ·
From
$523/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Ocean
Waterfront
Fireplace
Beach
Oven
Furnished
Wifi
Garage Parking
Other spaces
Kitchen
adorable ranch in beach community
10

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 4
·
Outdoor Space · Beach · Dishwasher ·
From
$450/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Garage Parking
Other spaces
Kitchen
Beautiful waterfront home with private sand beach and amazing views

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Balcony · Ocean · Waterfront ·
From
$1,100/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Ocean
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
A Saybrook Manor Vacation Beach House
10

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Fitness Center · Workspace · Fireplace ·
From
$267/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
NEW! ‘Grandma’s Cottage’ w/ Sunroom: Walk to Beach

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 5
·
Cable · Toiletries · Tv ·
From
$120/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Cable
Toiletries
Tv
Microwave
Assigned Parking
Free Parking
Oven
Air Conditioning
Other spaces
Kitchen
Saybrook Manor House, Walk to Cove Beach!
8

Very good

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Ocean · Free Parking · On Site Laundry ·
From
$265/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Ocean
Free Parking
On Site Laundry
Waterfront
Fireplace
Beach
Dishwasher
Oven
Other spaces
Kitchen
The Osprey - South Cove, Old Saybrook, CT - water views & close to town.
9.6

Excellent

·
Old Saybrook
·
1 br
·
Sleeps 4
·
Hardwood Floor · Fitness Center · Fireplace ·
From
$183/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Hardwood Floor
Fitness Center
Fireplace
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Brand New Luxurious Cottage - Steps to the Beach, Pet Friendly!
9.9

Excellent

·
Old Saybrook
·
1 br
·
Sleeps 6
·
Central Heat · Workspace · Outdoor Space ·
From
$150/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Central Heat
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Workspace, Kitchen
Sweet Summer Beach House in Saybrook Manor
8.3

Very good

·
Old Saybrook
·
3 br
·
Sleeps 7
·
Fitness Center · Workspace · Outdoor Space ·
From
$244/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Beach is open!!! Saybrook Manor Vacation Beach House in Old Saybrook
9.2

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Fitness Center · Workspace · Outdoor Space ·
From
$252/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
9.6

Excellent

·
Old Saybrook
·
5 br
·
Sleeps 14
·
Balcony · Fitness Center · Workspace ·
From
$330/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Workspace, Kitchen
A GETAWAY TO REMEMBER AT THE JEWEL BOX @ NORTH COVE
9.8

Excellent

·
Old Saybrook
·
2 br
·
Sleeps 4
·
Hardwood Floor · On Site Laundry · Workspace ·
From
$299/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Hardwood Floor
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Charming Old Saybrook Cottage
10

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 7
·
Ceiling Fan · On Site Laundry · Dishwasher ·
From
$290/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Ceiling Fan
On Site Laundry
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Beach House steps to private beaches in sought after location!
9.9

Excellent

·
Old Saybrook
·
2 br
·
Sleeps 4
·
Workspace · Outdoor Space · Beach ·
From
$299/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Beach
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Garage Parking
Storage
Other spaces
Workspace, Kitchen
Saybrook Manor House, Walk to Cove Beach!
9

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Garden · Central Heat · Cable ·
From
$225/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Central Heat
Cable
Toiletries
Tv
Microwave
Ceiling Fan
Ocean
Free Parking
Other spaces
Garden, Kitchen
Super 8 by Wyndham Old Saybrook
6.6

Good

·
Old Saybrook
·
1 br
·
Sleeps 4
·
Carpet · Ski In Ski Out · Pool ·
From
$47/night
Check availability
Property
Hotel · 1 Bed
Amenities
Carpet
Ski In Ski Out
Pool
Smoking Allowed
Assigned Parking
Free Parking
On Site Laundry
Beach
Other spaces
Workspace
PIER BLUE INN Old Saybrook - Essex
7.4

Very good

·
Old Saybrook
·
1 br
·
Sleeps 4
·
Assigned Parking · Free Parking · Air Conditioning ·
From
$59/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Free Parking
Air Conditioning
Furnished
Wifi
Wheelchair Accessible
Saybrook Point Resort & Marina
8.9

Very good

·
Old Saybrook
·
1 br
·
Sleeps 4
·
Hot Tub · Pool · Smoking Allowed ·
From
$319/night
Check availability
Property
Hotel · 1 Bed
Amenities
Hot Tub
Pool
Smoking Allowed
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Beach
Other spaces
Balcony, Workspace
Quality Inn Old Saybrook - Westbrook
7.3

Very good

·
Old Saybrook
·
1 br
·
Sleeps 10
·
Pool · Smoking Allowed · Assigned Parking ·
From
$93/night
Check availability
Property
Hotel · 1 Bed
Amenities
Pool
Smoking Allowed
Assigned Parking
Free Parking
On Site Laundry
Air Conditioning
Furnished
Wifi
Other spaces
Workspace
Wonderful location, walk to beach, private yard, credit cards
9.1

Excellent

·
Old Saybrook
·
2 br
·
Sleeps 4
·
Deck · Ski In Ski Out · Fitness Center ·
From
$181/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Ski In Ski Out
Fitness Center
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Deck, Workspace, Kitchen
Pristine cottage at Cornfield Point

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Fireplace · Beach · Dishwasher ·
From
$386/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible
10

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 7
·
Hot Tub · Assigned Parking · Fitness Center ·
From
$350/night
Check availability
Property
House · 3 Beds · 5 baths
Amenities
Hot Tub
Assigned Parking
Fitness Center
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Lovely Cornfield Point home away from home

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 8
·
Hardwood Floor · Fireplace · Beach ·
From
$350/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Hardwood Floor
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Stunning Ocean view with Hot tub. Sleeps 6
10

Excellent

·
Old Saybrook
·
5 br
·
Sleeps 8
·
Balcony · Ocean · Waterfront ·
From
$1,500/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Ocean
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Balcony, Kitchen
Luxurious Beach Home!
9.4

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 10
·
Balcony · Fitness Center · Outdoor Space ·
From
$509/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Fitness Center
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
Fantastic pool home in park-like setting on Connecticut Shore
10

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 8
·
Private Pool · Pool · Smoking Allowed ·
From
$715/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Private Pool
Pool
Smoking Allowed
Waterfront
Beach
Dishwasher
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Cozy Beach House - 5 min walk! to Knollwood Beach

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 4
·
Workspace · Beach · Dishwasher ·
From
$325/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Beach
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Kitchen
Beach community with private beaches
10

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Workspace · Beach · Dishwasher ·
From
$350/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Workspace, Kitchen
Cornfield Point Cottage
10

Excellent

·
Old Saybrook
·
4 br
·
Sleeps 9
·
Waterfront · Outdoor Space · Beach ·
From
$900/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Waterfront
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Family Friendly, Beach Themed Cottage - Chalker Beach
10

Excellent

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Coffee Tea Maker · Hardwood Floor · Beach ·
From
$235/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Coffee Tea Maker
Hardwood Floor
Beach
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Cape Overlooking South Cove of Old Saybrook

No reviews

·
Old Saybrook
·
3 br
·
Sleeps 6
·
Balcony · Fitness Center · Waterfront ·
From
$389/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Waterfront
Beach
Dishwasher
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
Showing 1 - 50 of 66 results
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Home > Connecticut Vacation Rentals > Old Saybrook Vacation Rentals
Updated: March 22, 2023

Learn about vacation rentals in

Old Saybrook

Explore 66 vacation rentals near Old Saybrook, Connecticut. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Old Saybrook, you can see photos of Old Saybrook vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Old Saybrook vacation rentals in specific areas. Whether you’re looking for a Old Saybrook staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Old Saybrook is $47 per night and the highest price is $1,500 per night.
48 of the vacation rentals near Old Saybrook are houses. The average bathroom count for a vacation house near Old Saybrook is 2. The average price for vacation houses near Old Saybrook is $439 per night. There are 36 vacation homes under this price. The most common amenities for vacation rentals near Old Saybrook are: furnished, wifi, and air conditioning. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

7 available

2 bed rentals

8 available

3 bed rentals

29 available

4+ bed rentals

21 available

Getting around Old Saybrook

Walking

4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

3/10
There are a few mass transit options within the area.

Points of interest in Old Saybrook

Groceries

5/10
At least one grocery store within a 30-minute walk

Shopping

5/10
Some shops within walking distance

Cafes

4/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Nightlife

2/10
Few or no bars within walking distance

Vacation Rentals in Old Saybrook, CT FAQ

How many vacation rentals in Old Saybrook are available?

There are currently 66 vacation rentals in Old Saybrook available. Our vacation rentals in Old Saybrook include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Old Saybrook?

Yes, right now there are 21 pet friendly vacation rentals in Old Saybrook. A pet friendly vacation rental in Old Saybrook means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Old Saybrook with a pool?

Yes there are vacation rentals with a pool available in Old Saybrook, CT. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Old Saybrook with internet access?

As of March 22, 2023, there are vacation rentals with internet access available in Old Saybrook, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.

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