
Vacation rentals in Massey
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Top-rated vacation rentals in Massey
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Guest favorite

Condo in Rehoboth Beach
4.96 out of 5 average rating, 133 reviews2 bed/ 2 bath Spacious Beach Getaway!
KatieRating, 5 stars8 months ago
Absolutely perfect place for a large family. A beautiful condo. A 20 minute drive to the beach. Surrounded by restaurants and shopping. The only drawback was the noise. Located behind a WaWa and near a busy intersection that had numerous EMS, police, and firetrucks day and night, it was always noisy. However, I would absolutely stay in this beautiful condo again. At the end of a fun day we were all tired and slept well. Shower heads amazing. Having two bathrooms was a must. Two people could shower at once and the water pressure was perfect. Loved the stocked shampoo/conditioner/ body wash. The kitchen had all the necessities needed if you forgot something at home. Towels were soft. Beds comfortable. Grateful we found this great place to stay. Thank you
Guest favorite

Home in Edgewater
4.92 out of 5 average rating, 142 reviewsHouse in Edgewater Maryland
NancyRating, 5 stars2 weeks ago
Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.
Guest favorite

Home in Deale
4.88 out of 5 average rating, 100 reviewsChesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
CourtneyRating, 5 stars3 weeks ago
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.
Superhost

Home in Georgetown
4.82 out of 5 average rating, 160 reviewsMaplewood - Simply Comfortable, Dog Friendly
LeahRating, 5 stars1 week ago
We love coming to Georgetown and love staying at Rick's place. It's perfect for us, and we can relax there. The house is beautiful with great amenities. My mom appreciates the walk-in shower. The kitchen is fantastic for cooking. The beds are comfortable, as is the furniture in living and dining rooms. Rick is a fantastic host. I highly recommend this home!
Superhost

Home in Pasadena
4.86 out of 5 average rating, 58 reviewsBeautiful Home Near Beach and Patapsco River
EvaRating, 5 stars4 weeks ago
This home is really nice! We stayed there because our daughter was getting married at a venue about 5 minutes away from the home. It was perfect! Plenty of space for our family and was great for the bridal party to get ready! Nice open floor plan. The beds a bedrooms were very large with comfortable beds. The home was well equipped. The outdoor area was nice and I’m sure the pool is nice in the summertime. Thank you for sharing your home with us on this very special occasion.
Guest favorite

Tiny home in North East
4.73 out of 5 average rating, 86 reviewsCozy Log Cabin on the Bay at Sandy Cove
JaneRating, 5 stars6 days ago
this place was very peaceful, lots to do, awesome area, we loved the town of North East!
Guest favorite

Apartment in Canton
4.97 out of 5 average rating, 31 reviewsPatterson Park Apt; Walk to Hopkins, Bars, Cafes
RachelRating, 5 stars5 days ago
Jenny’s place was exactly what we needed for our long weekend trip. I loved that it was spacious, clean and had excellent natural light. We spent lots of time walking through the park across the street and appreciated how quiet the street/block was at night. 10/10 would recommend!
Guest favorite

Home in Strasburg
4.95 out of 5 average rating, 408 reviewsPine wood retreat
DionneRating, 5 stars4 weeks ago
This is our 2nd stay @ “Pinewood Retreat” because we absolutely LOVED this home the 1st time (4/2024)!!! We love this property so much that we have decided to make this an annual family trip. The pictures are accurate & the home is lovely. It is family (kid) friendly, which is very important to us. It also has a reclining chair that is a must-have for my husband. He & I, along with our 3 adult children, their spouses & their kids will continue to enjoy this property for as long as it is available. We’ll be back in 2026…
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- Hampden
- Longwood Gardens
- Sandy Point State Park
- Big Stone Beach
- Patterson Park
- Oriole Park at Camden Yards
- Heritage Shores
- DuPont Country Club
- Killens Pond State Park
- M&T Bank Stadium
- Quiet Waters Park
- Maryland Renaissance Festival
- Crystal Beach Manor, Earleville, MD
- Bulle Rock Golf Course
- Idlewilde Restoration Project
- Quiet Waters Dog Beach
- Matapeake Clubhouse and Beach
- Sparrows Beach
- Downs Park Dog Beach
- Flying Point Park
- Lums Pond State Park
- White Clay Creek Country Club
- Oxford Beach
- Triton Beach