Holiday rentals with a pool in Fenwick Island

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Popular amenities for Fenwick Island rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Selbyville
5 out of 5 average rating, 69 reviews

Modern coastal beach home in West Fenwick Island

AudreyRating, 5 stars2 weeks ago
Our fourth year back at Two Bouys and it never disappoints! It has been our home away from home and has everything we need ❤️ Lauren and her family are wonderful hosts and we will definitely return next year.
Guest favourite
Home in Ocean City
5 out of 5 average rating, 11 reviews

Beach House on the MD-DE Border of Ocean City!

JonRating, 5 stars9 months ago
We had a great time at Karan’s place. It was clean and beautiful, in the perfect location. Unfortunately, the previous guest misplaced the pool key but Karan was apologetic and worked hard to get us access to the pool when we needed it. We had a great time and would definitely visit again.
Top Guest favourite
Home in Ocean City
5 out of 5 average rating, 32 reviews

Direct Ocean Front - Beach Retreat Condo!

JacquelineRating, 5 stars4 days ago
We had such a great time at Chris and Loree’s! This was our second trip to ocean city, and their condo was just the right distance from everything there is to do! The view on the balcony was incredible and their place was spotless and comfortable. It was a nice size, loved having washer and dryer and two bathrooms, since it was just me and two teenage boys! There was a TV in the closet that could be rolled out to the porch, where I enjoyed my morning coffee or evening de winding. The pool was nice, but the kids didn’t use it too much as they werent allowed to jump or throw their ball. With the beach being just steps away, they didn’t mind at all! Absolutely would stay here again. Thank you so much Chris and Loree!!
Superhost
Home in Rehoboth Beach
4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars10 months ago
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.
Top Guest favourite
Home in Bethany Beach
5 out of 5 average rating, 34 reviews

Coastal Cottage! Walk to Beach!

JosephRating, 5 stars1 week ago
My family and I had an amazing time at the Coastal Cottage! Between the awesome sound system and the heated pool, we almost didn’t want to leave the house to check out the local bars and restaurants! Steve is an incredible host. Super friendly and made the whole check in and check out process very easy. The only thing I wish were different is that we booked a couple more days! I highly recommend this place and know for certain that we will be looking at the available dates for our future trips back to Bethany Beach!
Guest favourite
Home in Ocean City
4.9 out of 5 average rating, 128 reviews

Beautiful Cottage W/ shared pool & close 2 beach

BriereRating, 5 stars2 weeks ago
Jennifer’s place was the perfect home away from home. About 15-20 mins away from the boardwalk but still in a great part of Ocean City. I would definitely stay again.
Guest favourite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars10 months ago
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.
Top Guest favourite
Home in Selbyville
4.93 out of 5 average rating, 14 reviews

Upscale beach and golf getaway at Bayside

RuchiRating, 5 stars1 month ago
Very nice place and responsive host. Place was as shown in pictures and host was quick to address one issue that we had.

Condo rentals with a pool

Guest favourite
Condo in Ocean City
4.9 out of 5 average rating, 152 reviews

Beach Paradise 202-Downtown Luxury Condo Bay View

JustinRating, 5 stars3 weeks ago
Bao was prompt at responding to questions. The home was immaculately clean and much more spacious than appeared in the photos. The price was worth what we paid. My family and I were quite comfortable and we appreciated the starter items included with the rental. There were ample cooking utensils and the appliances were clean and in excellent condition. We travelled from out of state and brought a suitcase with our own linen. Not ideal, but this was a much more financially prudent option than paying the linen providers $190.00 for sheets and towels. Overall, we thoroughly enjoyed our stay at Bao’s rental. We were close to restaurants and the beach and had a view of the water. We highly recommend this property.
Superhost
Condo in Ocean City
4.95 out of 5 average rating, 19 reviews

Luxury 2BD Condo, Walk to Beach, Pool&Tennis Court

KimberlyRating, 5 stars4 days ago
From the moment we walked in, we were blown away. This condo is gorgeous—beautifully decorated, modern, and clearly designed with adults in mind (no mismatched beachy knick-knacks here!). It strikes that perfect balance of cozy and upscale, with top-of-the-line appliances and thoughtful touches throughout. You can tell a lot of love and care went into creating this space. And the best part? It’s just a block from the beach! We felt instantly at home and didn’t want to leave. If you’re looking for a peaceful, stylish getaway in Ocean City—this is it. Can’t wait to come back!
Guest favourite
Condo in Ocean City
4.89 out of 5 average rating, 168 reviews

Oceanfront Condo: Beach, Pool & Balcony Views!

MichaelRating, 5 stars1 month ago
Spacious and great view! Appreciate the kid-friendly touches like dinnerware, cups.
Guest favourite
Condo in Ocean City
4.91 out of 5 average rating, 23 reviews

The Coastal Condo

ChelsieRating, 5 stars2 weeks ago
We loved our stay at The Marylander in Colleen & Joe’s condo. From the very start she was very responsive, understanding and kind. The condo was the perfect amount of space which was well cared for & clean, we enjoyed the amenities that came with the building and the short walk to the beach! I’m already looking forward to booking another stay here!
Guest favourite
Condo in Ocean City
4.93 out of 5 average rating, 41 reviews

127th Bayside-pool-short walk 2 beach-By Park!

KellyRating, 5 stars1 month ago
Erin was super easy to talk to and responded right away to any questions I had. She gave clear directions upon check-in and check out and her place was super clean and comfortable. We found a really cool Mexican restaurant located in the shopping complex beside the condo which had really great margaritas and tacos. We would definitely stay here again!
Guest favourite
Condo in Rehoboth Beach
4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

ShahlaRating, 5 stars2 weeks ago
We had a perfect stay at Jonathan’s place. Very clean & nicely decorated condo in a quiet, relaxed location which is an easy drive to Rehoboth. Comfortable beds. Convenient to the bike trail which we rode to Lewes & Cape Henlopen. I just found the single-gear bike was very hard to peddle so I’d recommend you plan on renting a newer one if you want to enjoy your ride (unless, of course, you want a challenging workout!)
Guest favourite
Condo in Ocean City
4.9 out of 5 average rating, 42 reviews

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

AdamRating, 5 stars4 days ago
Nice place, in a good location for the beach and boards.
Guest favourite
Condo in Rehoboth Beach
4.95 out of 5 average rating, 139 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

CaseyRating, 5 stars2 days ago
Wonderful stay at this condo in Rehoboth. We loved how walkable the area was including the super short walk across the boardwalk to the beach. Pool is great too. Condo is very clean, well-stocked, and very comfortable. Loved being able to watch the sunrise right on the balcony - very enjoyable weekend.

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