Cliff Island Vacation Rentals

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Check prices for these dates

Tonight
Jul 25 - Jul 26
Tomorrow
Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Cliff Island

The Weldon Hotel
Relax in a spacious living area with a sofa, dining table, and flat-screen TV.

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is ￥90,338
￥109,498 total
includes taxes & fees
Jul 26 - Jul 27
The Weldon Hotel
68 East Grand Ave
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a marble countertop, and a sink.

68 East Grand Ave

3.0 star property
8.0 out of 10, Very Good, (4)
"nice place close to all"
68 East Grand Ave
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Enjoy a scenic ocean view from the comfort of your room, with a deck perfect for relaxation or dining.

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (212)
"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Relax in a comfortable bedroom with a plush sofa, decorative headboard, and a cozy rug.

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Gorgeous ocean-front home with stunning beach views
Guests can enjoy a leisurely day on the beach with access to sun loungers and umbrellas.

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (114)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Relax in a serene beachside setting with an outdoor seating area featuring a round table and comfortable chairs.

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (62)
"Beautiful location even in the offseason, gorgeous house with plenty of room for guests. Very close to Portland for a nice dinner and some drinks. We also went and played some golf at summit in OOB and had a blast. Outdoor grill was perfect and overall we had a great time! Excellent host excellent location and perfect for what we needed. Would recommend highly."
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

The price is ￥19,303
￥30,664 total
includes taxes & fees
Jul 28 - Jul 29
Studio Unit Walkable Everywhere
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Kitchen area with microwave, toaster, refrigerator, and sink.

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (48)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Little Miss Cottages
Relax in a serene outdoor space with Adirondack chairs, a picnic table, and a fire pit.

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (83)
"Place was great "
Little Miss Cottages
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Enjoy a game of volleyball on this expansive beach with a clear view of the ocean.

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The cute apartment was clean with super comfy beds and very convenient to everything in OOB."
The price is ￥58,434
￥90,990 total
includes taxes & fees
Aug 10 - Aug 11
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
100 feet from the ocean 3 bedroom cottage 420 friendly
Walk along the boardwalk to the beach, flanked by rope barriers and a welcoming sign.

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (17)
"Our family of 5 stayed here with our dog. This place has it all and we wanted for nothing. Stocked with towels, everything you would need in the kitchen. There’s even a washer and dryer on site. Right next the beach and a short walk to the pier. It was very clean and well taken care of. We will definitely be back!"
100 feet from the ocean 3 bedroom cottage 420 friendly
Bright and airy condo with beachfront access and walkable entertainment nearby
Fridge, microwave, oven, stovetop

Bright and airy condo with beachfront access and walkable entertainment nearby

8.0 out of 10, Very Good, (1)
"Not a bad spot. Just don't expect too much in the way of frills and be prepared to be flexible with sleeping/parking arrangements."
Bright and airy condo with beachfront access and walkable entertainment nearby
2 bedroom cottage
Cozy living space with a kitchenette, sofa, dining table, and bench.

2 bedroom cottage

9.6 out of 10, Exceptional, (4)
"quiet, clean, short walk to beach"
2 bedroom cottage
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Enjoy the ocean view from this deck with a comfortable seating area featuring wicker furniture and a small table.

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (36)
"The view is beautiful and has everything you need "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Rustic-Modern Barn Retreat Near OOB Beach & Pier
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

Rustic-Modern Barn Retreat Near OOB Beach & Pier

10.0 out of 10, Exceptional, (1)
"Place was great. We had some issues with tv but host was helpful and super responsive! The small one in bedroom never worked but I didn’t reach back out for help as we didn’t need it. Walkable to OOB but little far without a wagon if you require lots of beach gear (we had surf and boogie boards so we just drive down which is fine.) Also, I thought there was a sleep sofa but it was a sofa with a chaise but we made it work for my son! I can’t say enough about the host, so accommodating and...
The price is ￥30,447
￥71,658 total
includes taxes & fees
Jul 27 - Jul 28
Rustic-Modern Barn Retreat Near OOB Beach & Pier
4-bedroom vacation home steps to Old Orchard Beach Pier
Stroll along the pier, taking in the serene views of the ocean and surrounding landscape.

4-bedroom vacation home steps to Old Orchard Beach Pier

9.8 out of 10, Exceptional, (10)
"Mitchells home was PERFECT.Always quick to communicate and very accommodating. If you are looking for a great place to stay I cant say enough good things. Well stocked he has thought of everything people need when away. He even has games to play which was a nice surprise. You wont regret staying bere! Thanks again so much Mitchell!!!"
4-bedroom vacation home steps to Old Orchard Beach Pier
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
Enjoy the ocean view from this spacious balcony with a table and two chairs.

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

10.0 out of 10, Exceptional, (13)
"Stunning property and great location! "
The price is ￥87,507
￥137,864 total
includes taxes & fees
Aug 10 - Aug 11
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach
Beach

Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach

8.0 out of 10, Very Good, (3)
"Loved how close it was to everything,could be a little more updated on a couple of things"
Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach
Private Entrance Residential Portland
Kitchen area with stove, refrigerator, sink, and wooden cabinetry.

Private Entrance Residential Portland

8.0 out of 10, Very Good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is ￥15,442
￥26,002 total
includes taxes & fees
Jul 27 - Jul 28
Private Entrance Residential Portland
Beach across the Street. Pets OK
Kitchen area with a modern gas stove, stainless steel sink, and coffee maker.

Beach across the Street. Pets OK

8.6 out of 10, Excellent, (28)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
The price is ￥28,679
￥49,535 total
includes taxes & fees
Jul 30 - Jul 31
Beach across the Street. Pets OK
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.
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Top Cliff Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"We loved the free shuttle to and from the airport, as well as being taken to restaurants in town. "
Victoria 2-night trip
Posted 6 hours ago
Holiday Inn Portland-By the Bay by IHG

Frequently asked questions

Can I find vacation rentals in Cliff Island?

Yes, there are vacation rentals close to top sights in Cliff Island, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Cliff Island?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: This vacation home rental outside of Cliff Island offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Cliff Island?

Explore the area and family-friendly sights such as Portland Observatory, or get out into nature at a spot like Sand Beach. In the larger area, you’ll find Fifth Maine Museum and Casco Bay.

What are vacation rentals like in Cliff Island?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Cliff Island. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.