Portsmouth Winter Rentals & Holiday Homes

There are a lot of options in Portsmouth. If you plan on staying in the Portsmouth area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Portsmouth:

• Balisier Apt 2 - One bedroom apartment with gorgeous view!
• Balisier Apt 4 - 2 bedroom ground floor apartment with awesome views and sunsets
• Iso’s Vacation Rental Apartment #7
• Spacious modern 5 bedroom island retreat in Picard w/king bed and A/C
• 3-bedroom apartment in lovely Portsmouth with WiFi
• Cozy Cottage ideal for couples or families.
• Candy's Palace
• Balisier Apt 3- One Bedroom Apartment with Gorgeous Views!
• Secret Bay
• Kootney Resorts

The average cost for winter rentals in Portsmouth is $175 per night. Dominicatraveller has a wide list of great winter places to stay near Portsmouth that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Yes, here are the top cottage/chalet rentals in Portsmouth that allow you to bring your pet or dog:

• 2 bedroom, village lifestyle, beachfront home
• mango suites
• The Champs
• InterContinental Dominica Cabrits Resort & Spa by IHG
• Balisier Apt 2 - One bedroom apartment with gorgeous view!
• Kootney Resorts
• Secret Bay
• Balisier Apt 4 - 2 bedroom ground floor apartment with awesome views and sunsets

See all pet-friendly vacation rentals in Portsmouth on Dominicatraveller

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Portsmouth to find what works for you.

As of 2026, the data from Dominicatraveller shows that there are over 8 private swimming pools or indoor pools accommodations near Portsmouth along with other great amenities.