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Hiking & Walking Holiday Accommodation in North America - Holiday Lettings

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24,292 properties suitable for rambling, hiking & walking

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Holiday condo with shared pool, golf nearby in Frigate Bay

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

“TOTAL RELAXATION” Well appointed Condo. Excellent value with everything you could need for a relaxing vacation. Lovely pool right on your doorstep. Beautifully tended gardens. Great position with the Atlantic literally at the bottom of the gardens and the Caribbean a 10 minute stroll away. Peace and quiet. The owner, Sue, is excellent and will answer your questions promptly and try to do everything she can to help you have a great stay.

from £93 / night

£657 / week

1 / 19

Holiday villa with golf nearby in Davenport

Davenport villa

3 bedrooms • 8 bathrooms • sleeps 8

“Excellent fully equipped villa and location” The villa is fully equipped and is maintained to a very high standard. It is spacious and also has a swimming pool which is big enough for adults and safe for children to use.

from £175 / night

£831 / week

1 / 19

Holiday apartment with shared pool, golf nearby in Inch Marlow

Inch Marlow apartment

1 bedroom • 1 bathroom • sleeps 2

from £54 / night

£378 / week

1 / 17

Spring Bay holiday villa rental

Spring Bay villa

9 bedrooms • 12 bathrooms • sleeps 20

from £1,069 / night

£7,479 / week

1 / 24

Speightstown holiday apartment rental

Speightstown apartment

2 bedrooms • 2 bathrooms • sleeps 4

“Exactly as described -could not of asked for better in all aspects” Wonderful location and apartment. We stayed here as a family of four during the may half term. On arrival to Barbados we were surprised at how easily we found the loction. The apatment itself was beautiful - well maintined and fully equipped. Everything you could possibly need had been taken care of. The outside balcony was perfect for sitting and eating during our staying and it has a wonderful cooling breeze! The surrounding gardens and pools of the property were stunning. Extremely well looked after and exceptionally clean. Stunning views of the surrounding area and of the sea. Perfect for swimming, the club house with infinity pool has wifi and satellite television. Outside of vumount, the location of speightstown is easy to find as it . Both locations offer wide variety of restaurants, holetown having many authentic bajan shops and superb location of lime grove.. As all beaches are public you were spoilt for choice as which one to visit. The nearest to vumount being that of Port St Charles was simply stunning, easy to access and was never crowded. Our stay here was the best holiday we have ever had and we are planning our return visit for next summer. Only this time we will be staying longer...

from £138 / night

£962 / week

1 / 24

Royal Westmoreland Golf Resort holiday villa rental

Royal Westmoreland Golf Resort villa

3 bedrooms • 3 bathrooms • sleeps 6

from £338 / night

£2,365 - £7,174 / week

1 / 11

Apartment rental in Holetown with shared pool, golf nearby

Holetown apartment

1 bedroom • 1 bathroom • sleeps 2

“Excellent apartment with all facilities provided.” The receptionist were very helpful and the security was superb. The property was clean and all amenities were very convenient. The help given by the security desk when needed.

from £134 / night

£934 - £1,065 / week

1 / 38

Long Bay holiday villa rental

Long Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

“Loved it!” What a place! We spent 10 days at Brightside Villa over Christmas with my mother and her boyfriend (in their 70's), my husband and I (in our forties), my two teenage kids (17 year old girl and 15 year old boy), and my daughter's good friend. Every one of us had a wonderful time. The villa is spacious - plenty of room for all of us to spread out, spend time together or alone. The view from the master bedroom and porch was amazing. We enjoyed most meals outside on the back porch next to the pool. The kitchen was stocked with everything needed. The pool was kept clean by the staff from the resort. We had one problem one night - accidentally locked ourselves out of a room. Not sure how we did that... but we called the resort to ask for help and they were over within minutes to help us out. I didn't realize how nice it would be to have all of the resort facilities within walking distance. I am pretty sure we used every amenity there with the exception of the kids club for child care. We did every watersport, multiple times. We played miniature golf, ping pong, pool, foosball, and went to the fitness center. There was a great little bar / cafe overlooking the main beach that we visited many times. The Long Bay beach next door was a nice alternative within walking distance as well. As we rented only one car that held 5 people, we decided to have our last night's dinner at a restaurant at Long Bay Beach because it was within walking distance. It was a homemade pasta place, I think called Mama's. The food was wonderful. Based on a recommendation from the Verandah activities office, early in our trip we took the Xtreme circumnavigation tour around the island on a speed boat, stopping at a number of places along the way. It was a great way to start the vacation. I am fairly sure we'll be back there again one day. We've got really great memories from the trip, and the villa was fantastic.

from £441 / night

£3,083 / week

1 / 21

Holiday apartment in Soufriere

Soufriere apartment

2 bedrooms • 2 bathrooms • sleeps 4

“location + view + value” We enjoyed our stay very much. Thanks to Martin for guiding us from the airport and for being a very friendly and welcoming host. While not at the beach or driving around the island, we spent most of our time out on the wonderful large balcony enjoying the incredible view (IMO pretty similar to the view you get from Landera for $800 a night). The villa is less than secluded, being on the main road and near multiple neighbors, but it's elevated enough on the hillside that it still feels set apart. Absolutely stunning view of the big Piton and the sea. The apt. is clean and safe; nothing glamorous but totally functional. Would definitely stay again. If you have a car rental, the villa is a perfectly located base for visiting the nearby beaches, including our favorites Sugar Beach (closest and most convenient--about a 25 min drive from the villa) and Anse Chastanet. Be advised that the road north of the villa through Soufriere is very windy and narrow and makes a day trip up north to Castries/Gros Islet pretty challenging, especially to be back by dark (IMO a must for road safety reasons). Staying at Piton Villa with a car though is great though if you want to mostly explore the south of the island during the day and come home to the villa for sunset. Also, be advised that food options on the south part of the island at least are pretty limited. There are almost no restaurants in the area outside of the $$$$ hotels, and the supermarkets in Soufriere and Laborie have frozen stuff but surprisingly little produce or fresh fish. We did OK cooking but were hoping to make better use of the great kitchen at Piton Vista Villa.

from £75 / night

£524 / week

1 / 55

Belmont holiday villa rental

Belmont villa

3 bedrooms • 3 bathrooms • sleeps 6

from £395 / night

£2,766 / week

1 / 31

Holiday cottage in Richmond

Richmond cottage

1 bedroom • 1 bathroom • sleeps 2

from £339 / night

£2,161 / week

1 / 69

Holiday apartment rental

Grand Anse apartment

1 bedroom • 1 bathroom • sleeps 3

from £83 / night

£574 / week

1 / 18

Holiday lodge in La Plaine

La Plaine lodge

1 bedroom • 1 bathroom • sleeps 2

from £121 / night

£723 / week

1 / 28

Holiday home in Enterprise

Enterprise house

2 bedrooms • 1 bathroom • sleeps 4

from £100 / night

£698 / week

1 / 10

Holiday guest house in Long Bay

Long Bay guest house

5 bedrooms • 5 bathrooms • sleeps 8

from £50 / night

£333 / week

1 / 27

Calibishie holiday cottage rental

Calibishie cottage

2 bedrooms • 1 bathroom • sleeps 4

from £88 / night

£524 / week

1 / 19

Holiday apartment rental

Black Rock apartment

1 bedroom • 1 bathroom • sleeps 2

Pricing unknown

1 / 9

Holiday cottage in Richmond

Richmond cottage

1 bedroom • 1 bathroom • sleeps 2

from £314 / night

£1,995 / week

1 / 74

Holiday apartment in Richmond

Richmond apartment

2 bedrooms • 1 bathroom • sleeps 4

from £378 / night

£2,410 - £3,225 / week

1 / 87

Holiday studio in Richmond

Richmond studio

Studio • 1 bathroom • sleeps 2

from £261 / night

£1,662 / week

1 / 81

Holiday guest house in Las Terrenas

Las Terrenas guest house

4 bedrooms • 4 bathrooms • sleeps 8

Pricing unknown

1 / 19

Puerto Vallarta holiday penthouse rental

Puerto Vallarta penthouse

3 bedrooms • 3 bathrooms • sleeps 6

from £146 / night

£1,018 / week

1 / 18

Holiday penthouse rental

Richmond penthouse

1 bedroom • 1 bathroom • sleeps 2

from £431 / night

£2,743 / week

1 / 89

Holiday apartment rental

Castara apartment

1 bedroom • 1 bathroom • sleeps 2

from £126 / night

£882 / week

1 / 17

Holiday guest house in Seven Mile Beach

Seven Mile Beach guest house

2 bedrooms • 2 bathrooms • sleeps 6

“Cayman Relaxed” What a great place. Away from the congestion of seven mile beach. Two good restaurants, beach and a grocery store within walking distance. We made good use of the two outdoor hammocks. Nicely appointed kitchen although we just used it for breakfast every day. Six minutes from the governor's beach. 20 minutes from Georgetown. We plan on coming back.

from £167 / night

£993 - £2,161 / week

1 / 21

San Miguel de Allende holiday villa rental

San Miguel de Allende villa

3 bedrooms • 3 bathrooms • sleeps 6

from £416 / night

£2,909 / week

1 / 19

Condo rental in Sosua

Sosua condo

2 bedrooms • 2 bathrooms • sleeps 5

from £167 / night

£998 / week

1 / 23

Holiday villa rental

Naples villa

4 bedrooms • 3 bathrooms • sleeps 8

“Great stay in Villa Americana” We really enjoyed our stay in the villa. The facilities were excellent, very comfortable and had everything we need for a great holiday. The pool was lovely and so warm. Naska was very helpful, promptly answered any of our querries and gave us lots of information about the area. Thank you for making our stay in you home so enjoyable.

from £157 / night

£1,658 / week

1 / 25

Beausejour holiday hotel apartment rental

Beausejour hotel apartment

1 bedroom • 1 bathroom • sleeps 3

from £133 / night

£931 / week

1 / 17

Holiday villa with swimming pool in Mammee Bay

Mammee Bay villa

4 bedrooms • 6 bathrooms • sleeps 10

from £745 / night

£4,122 / week

1 / 22

Holiday apartment in Bonita Springs

Bonita Springs apartment

1 bedroom • 1 bathroom • sleeps 2

“Can't wait to vacation in this unit again!” Good morning Bill and Randi, Upon arrival, we appreciated the hassle free process to access your unit via the key less entry. Excellent solution! The unit was spotless and, we noticed the high speed Internet access you provided. We rarely return to the same rental unit but we are glad we made an exception for yours. It remains in great shape - thank you for sharing it with us. Have a great day, Stewart and Becky, Hudson, oh

from £149 / night

£1,039 / week

1 / 18

Holiday fort rental

Mount Pleasant fort

3 bedrooms • 3 bathrooms • sleeps 16

from £481 / night

£3,367 - £8,893 / week

1 / 123

Ski chalet in Breckenridge

Breckenridge ski chalet

3 bedrooms • 3 bathrooms • sleeps 10

“Amazing hotel, great facilities, gorgeous area. BEST HOLIDAY EVER!” Loved all the facilities, the food and cocktails are gorgeous, very helpful staff, loved all the pools and hot tubs. The skiing is amazing - fantastic powder snow, brilliant resort. ski in - ski out to the slopes. Brilliant. Couldn't recommend enough.

from £356 / night

£2,485 / week

1 / 27

Holiday apartment with golf nearby in Speightstown

Speightstown apartment

1 bedroom • 1 bathroom • sleeps 3

from £65 / night

£454 / week

1 / 61

St James, Montego Bay holiday home rental

St James, Montego Bay house

2 bedrooms • 1 bathroom • sleeps 3

from £67 / night

£466 / week

1 / 4

Portmore holiday home rental

Portmore house

1 bedroom • 2 bathrooms • sleeps 6

from £69 / night

£470 / week

1 / 20

Holiday b&b in Vieux Fort

Vieux Fort b&b

3 bedrooms • 3 bathrooms • sleeps 8

from £83 / night

£582 / week

1 / 11

Holiday tented camp in Teton Village

Teton Village tented camp

4 bedrooms • 1 bathroom • sleeps 10

from £208 / night

£1,455 - £14,542 / week

1 / 55

Holiday home in Digby

Digby house

4 bedrooms • 2 bathrooms • sleeps 8

from £129 / night

£802 - £1,283 / week

1 / 24

Ski apartment to rent in Ocho Rios

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 3

“Great stay, Great property owner” Our stay at the apartment in Fisherman's Point in Ochos Rios was excellent. We arrived the day after Christmas and stayed to New Year's Day. The apartment was nice and clean with cable, air conditioning, and wi-fi. There was a refrigerator, kitchen and all the cookware needed to make meals yourself. Their was a maid who came to clean the apartment, who was very nice. The owner also checked in on us throughout our stay and was very nice and professional. The apartment is located close to everything such as Margaritaville, clubs, movies, restaurants, stores, I and markets to shop. I would definitely stay here again when I come back to spend time in Jamaica.

from £79 / night

£553 / week

1 / 33

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